The following discussion and analysis of our financial condition and results of
operations should be read in conjunction with our consolidated financial
statements and related notes included elsewhere in this Annual Report on Form
10-K. This discussion contains forward-looking statements that involve risks and
uncertainties. Our actual results could differ materially from such
forward-looking statements. Factors that could cause or contribute to those
differences include, but are not limited to, those identified below and those
discussed in the sections titled "Risk Factors" and "Special Note Regarding
Forward-Looking Statements" included elsewhere in this Annual Report on Form
10-K. Additionally, our historical results are not necessarily indicative of the
results that may be expected for any period in the future. This Management's
Discussion and Analysis does not discuss 2020 performance or a comparison of
2021 versus 2020 performance for select areas where we have determined the
omitted information is not necessary to understand our current period financial
condition, changes in our financial condition, or our results. The omitted
information may be found in our Annual Report on Form 10-K for the year ended
December 31, 2021 filed with the Securities and Exchange Commission, or the SEC,
on February 23, 2022.

Overview

Root is a tech-enabled insurance company revolutionizing personal insurance with
a pricing model based upon fairness and a modern customer experience. We operate
primarily a direct-to-consumer model in which we currently acquire the majority
of our customers through mobile applications. We are also focused on expanding
our embedded insurance platform, where we acquire customers through strategic
partnerships.

We believe the Root advantage is derived from our unique ability to efficiently
and effectively bind auto insurance policies quickly, through direct and
embedded channels, aided by segmenting individual risk based on complex
behavioral data and proprietary telematics. Our customer experience is built for
ease of use and a product offering made possible with our full-stack insurance
structure. These are all uniquely integrated into a single cloud-based
technology platform that captures the entire insurance value chain-from customer
acquisition to underwriting to claims and administration to ongoing customer
engagement.

Our model benefits from portfolio maturity. As we scale the business and develop
our embedded products, our results are disproportionately weighted towards new
customers compared to traditional insurance carriers. As we build an underlying
base of recurring customers, we expect the following financial impacts:

•Improved loss ratio. Renewal premiums, referring to premiums from a customer's
second term and beyond, have lower loss ratios as compared to new premiums in
the customer's first term. As we grow our business, we anticipate, consistent
with industry norms, that a greater proportion of our premiums will be from
customer renewals and drive down the loss ratio across our portfolio. We also
continue to revise contracts to tighten underwriting and implement rate
increases to control the impact of increased loss costs.

•Reduced marketing as a percentage of premium. Certain recurring customer
premiums have no associated customer acquisition costs and minimal underwriting
costs, driving profitability. As we grow our business, we anticipate, consistent
with industry norms, that a greater proportion of our premiums will be from
customer renewals without associated marketing costs.

•Increased revenue per customer. Over time we expect to refine our fee schedules
to be more consistent with industry norms. This, paired with strengthened
underwriting, will facilitate the opportunity to generate additional fee revenue
per customer.

We use technology to drive efficiency across all functions, including
distribution, underwriting, policy administration and claims in particular. We
believe this allows us to operate with a cost to acquire and cost to serve
advantage. We continue to develop machine learning loss models, which allows us
to respond more quickly to changes in the market, improve pricing segmentation
and take appropriate and timely rate actions. We efficiently acquire customers
directly through multiple channels, including embedded, digital (performance),
channel media, referrals and agency. Our evolving acquisition strategy includes
utilizing our embedded platform through current and future embedded partners.
Traditionally, our marketing costs have historically been well below industry
averages, although in any given period, these costs can vary by acquisition
strategy, channel mix, by state, or due to

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seasonality or due to the competitive environment. Today, we acquire the vast
majority of our customers through the embedded platform, mobile app and mobile
website. We believe that through prudent investment in and diversification of
our marketing channels, including a focus on embedded insurance through our
current and future strategic partners, and leveraging proprietary data science
and technology will position us for more sustainable, long-term and profitable
growth.

As a full-stack insurance company, we currently employ a "capital-efficient"
model, which utilizes a variety of reinsurance structures at elevated levels of
reinsurance. These reinsurance structures deliver three core objectives (1)
top-line growth without a commensurate increase in regulatory capital
requirements, (2) support of customer acquisition costs and (3) protection from
outsized losses or tail events. We expect to maintain an elevated level of
third-party quota share reinsurance while scaling our business in order to
operate a capital-efficient business model. As our business scales, we expect to
have the flexibility to reduce our quota share levels to maximize the return to
shareholders.

We have included net loss and LAE ratio, net expense ratio, and net combined
ratio as key performance indicators, which include the impact of reinsurance.
These net metrics are useful to help illustrate the underwriting and operating
expense performance and operating health of the overall business. A combined
ratio under 100% indicates an underwriting profit while a combined ratio over
100% indicates an underwriting loss.

Given the significant impact of reinsurance on our results of operations, we use
certain gross basis key performance indicators to manage and measure our
business operations and enhance investor understanding of our business model
prior to reinsurance. We believe our long-term success will be apparent through
the progression of our gross metrics. Results of operations on a gross basis
alone are not achievable under our regulatory landscape given our historical
top-line growth and resulting capital requirements, which are relieved, in part,
by obtaining reinsurance. The gross metrics have historically included gross
premiums written, gross premiums earned, direct contribution, gross loss ratio,
gross LAE ratio and gross accident period loss ratio. We have added gross
expense ratio and gross combined ratio as key performance indicators and we
believe these metrics provide useful insight to illustrate the expense and
operating health of the business, prior to reinsurance. A gross combined ratio
under 100% indicates an underwriting profit, prior to reinsurance, while a gross
combined ratio over 100% indicates an underwriting loss, prior to reinsurance.

In addition to our gross basis metrics, management uses adjusted earnings before
interest, tax, depreciation, amortization, or adjusted EBITDA, as an integral
part of managing our business. We believe adjusted EBITDA provides investors
with useful insight into our business because such measure eliminates the
effects of certain charges that are not directly attributable to our underlying
operating performance. For additional information, including definitions of
these key metrics, see "- Key Performance Indicators" and for reconciliations of
Direct Contribution and adjusted EBITDA to the most directly comparable
generally accepted accounting principles in the United States, or GAAP, metric,
see "- Non-GAAP Financial Measures."

Key Factors and Trends Affecting our Operating Performance

Our financial condition and results of operations have been, and will continue to be, affected by a number of factors, including the following:

Our Ability to Manage Risk



We leverage technology to help manage risk. For instance, we leverage machine
learning to "clean" behavioral data obtained through a customer's mobile device,
and we use advanced statistical methods to model that data into usable behavior
scores. We leverage intelligent chat functions and various forms of machine
learning and advanced automation to help power our claims function. Technology
is a key differentiator in managing risk across our key functions. Our success
depends on our ability to adequately and competitively price risk.

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Our Ability to Attract New Customers



Our long-term growth will depend, in large part, on our continued ability to
attract new customers to our platform. We intend to continue to drive new
customer growth by leveraging our differentiated consumer experience, our
embedded channel, machine learning loss models and our telematics-based pricing.
Additionally, our proprietary dataset will continue to scale as we grow,
enabling us to enhance our predictive models to further improve pricing and
attract potential new customers. We will also continue to target attractive
potential customer segments through our embedded experience and digital
marketing channels. Our ability to attract new customers will depend on a number
of factors, including the pricing of our products, offerings of our competitors,
our ability to expand into new markets, success of our embedded channel and the
effectiveness of our marketing efforts. Our ability to attract and retain
customers depends on maintaining and strengthening our brand by providing
superior customer experiences and competitive pricing. In particular, we are
challenged by traditional insurers who have more diverse product offerings and
longer established operating histories. These competitors can mimic certain
aspects of our digital platform and offerings, and as they have more types of
insurance products, can offer customers the ability to "bundle" multiple
coverage types together, which may be attractive to many customers.

Our Ability to Retain Customers



Our ability to derive significant lifetime value from our customer relationships
depends, in part, on our ability to retain our customers over time. Strong
retention allows us to build a recurring revenue base, generating additional
premiums term over term without material incremental marketing costs. As we
broadly retain customers and our book of business evolves to be more weighted
towards renewals versus new business, as is the case with our mature
competitors, we will benefit from the inherently lower loss ratios that
characterize renewed premiums. Our ability to retain customers will depend on a
number of factors, including our customers' satisfaction with our products,
offerings of our competitors and pricing of products.

Our Ability to be Licensed in all States in the United States



Our long-term growth opportunity will benefit from our ability to provide
insurance across more states in the United States. Today, we are currently
licensed in 50 states (48 states for personal auto) and the District of Columbia
and operate in 34 of those states. Our state expansion has unlocked a large
total addressable market for sustained growth, made our direct targeted
marketing more efficient and created an opportunity to build a national brand,
supporting our marketing holistically.

Our Ability to Expand Premiums Through Cross-Sell and Fee Income Per Policy



We are in the early stages of cross-selling non-auto products across our
customer base. In 2019, we began offering renters insurance and, in May 2020, we
launched our homeowners insurance product in partnership with Homesite
Insurance, or Homesite. Cross-sales allow us to generate additional premiums
(renters) and fee income (homeowners) without material incremental marketing
spend, and ultimately higher revenue per customer. We have also observed that
bundling products with auto insurance improves retention as the relationship
with our customer expands. Our success in expanding revenues through cross-sales
and greater fee income per policy depends on our marketing efforts with new
products, continuous state expansion of these offerings and the pricing of our
bundled products and continuing to refine the fee schedules in our policyholder
contracts to be more consistent with industry norms. The success of our renters
insurance offering is also subject to our ability to develop underwriting
capabilities to adequately price renters risk.

Recent Developments Affecting Comparability

COVID-19 Impact



In March 2020, the World Health Organization declared COVID-19 a global
pandemic. The COVID-19 pandemic and governmental responses thereto have impacted
and may further impact the broader economic environment, including creating or
exacerbating supply chain disruptions and inflation and negatively impacting
unemployment levels, economic growth, the proper functioning of financial and
capital markets and interest rates.

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The economic instability caused by the COVID-19 pandemic has led to acute
inflationary pressures, supply chain disruptions, rising interest rates and a
downturn in equity markets. There is a risk of inflation remaining elevated for
an extended period, which could cause claims and claim expenses to increase,
impact the performance of our investment portfolio or have other adverse
effects. Rising interest rates and reduced equity values have increased the cost
of capital and may limit our ability to raise additional capital. In addition,
we have seen an increase in the value of used vehicles and replacement parts.
These cost increases have resulted in greater claims severity while being
partially offset by higher subrogation recoveries on damaged vehicles. We
continue to file in multiple states to establish rates that more closely follow
the evolving loss cost trends.

As the COVID-19 pandemic continues, there is ongoing uncertainty around the
severity and duration of the pandemic and the pandemic's potential impact on our
business and our financial performance. See the section titled "Risk Factors"
for more details.

Comprehensive Reinsurance

We expect to continue to utilize reinsurance in the future, and our diversified
approach to reinsurance allows us to be flexible in response to changes in
market conditions or our own business changes, which allows us to strategically
fuel profitable growth and technology investment by optimizing the amount of
capital required.

Key Performance Indicators

We regularly review a number of metrics, including the following key performance
indicators, to evaluate our business, measure our performance, identify trends
in our business, prepare financial projections and make strategic decisions.
There were certain key performance indicators that management no longer utilized
to actively monitor the performance of the business and we believe are no longer
useful metrics to provide as key performance indicators. These metrics include
the renters policies in force, renters premiums per policy, renters premiums in
force, adjusted gross profit/(loss), gross margin, ratio of adjusted gross
profit/(loss) to total revenue, ratio of adjusted gross profit/(loss) to gross
premiums earned, ratio of direct contribution to total revenue and ratio of
direct contribution to gross premiums earned.

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We believe the non-GAAP and operational measures are useful in evaluating our
performance, in addition to our financial results prepared in accordance with
GAAP. See the section titled "- Non-GAAP Financial Measures" for additional
information regarding our use of direct contribution and adjusted EBITDA and
their reconciliations to the most directly comparable GAAP measures.
                                                                    Years Ended December 31,
                                                          2022                   2021                2020
                                                        (dollars in millions, except Premiums per policy)
Policies in force                                          220,354              354,371             322,759
Premiums per policy                                $         1,220           $    1,006          $      939
Premiums in force                                  $         537.7           $    713.0          $    606.1
Gross premiums written                             $         600.0           $    742.6          $    616.8
Gross premiums earned                              $         643.6           $    719.6          $    605.2
Gross profit/(loss)                                $         (32.2)          $    (51.9)         $    (14.2)

Net loss                                           $        (297.7)          $   (521.1)         $   (363.0)
Direct contribution                                $          27.6           $      8.1          $     18.9
Adjusted EBITDA                                    $        (185.9)          $   (446.1)         $   (249.5)
Net loss and LAE ratio                                       122.8   %            126.4  %            112.5  %
Net expense ratio                                             72.2   %            134.5  %             78.1  %
Net combined ratio                                           195.0   %            260.9  %            190.6  %
Gross loss ratio                                              82.1   %             86.0  %             82.0  %
Gross LAE ratio                                               10.3   %             10.5  %             10.1  %
Gross expense ratio                                           45.4   %             71.3  %             56.5  %
Gross combined ratio                                         137.8   %            167.8  %            148.6  %
Gross accident period loss ratio                              80.9   %             88.7  %             76.1  %


Policies in Force

We define policies in force as the number of current and active auto insurance
policyholders underwritten by us as of the period end date. We view policies in
force as an important metric to assess our financial performance because policy
growth drives our revenue growth, expands brand awareness, deepens our market
penetration, and generates additional data to continue to improve the
functioning of our platform.

Premiums per Policy



We define premiums per policy as the ratio of gross premiums written on auto
insurance policies in force at the end of the period divided by policies in
force. We view premiums per policy as an important metric since the higher the
premiums per policy the greater the amount of earned premium we expect from each
policy.

Premiums in Force

We define premiums in force as premiums per policy multiplied by policies in
force multiplied by two. We view premiums in force as an estimate of annualized
run rate of gross premiums written as of a given period. Since our auto policies
are six-month policies, we multiply this figure by two in order to determine an
annualized amount of premiums in force. We view this as an important metric
because it is an indicator of the size of our portfolio of policies as well as
an indicator of expected earned premium over the coming 12 months. Premiums in
force is not a forecast of future revenue nor is it a reliable indicator of
revenue expected to be earned in any given period. We believe that our
calculation of premiums in force is useful to investors and analysts because it
captures the impact of fluctuations in customers and premiums per policy at the
end of each reported period, without adjusting for known or projected policy
updates, cancellations and non-renewals.

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Gross Premiums Written



We define gross premiums written, as the total amount of gross premium on
policies that were bound during the period less the prorated impact of policy
cancellations. Gross premiums written includes direct premiums and assumed
premiums. We view gross premiums written as an important metric because it is
the metric that most closely correlates with changes in gross premiums earned.
We use gross premiums written, which excludes the impact of premiums ceded to
reinsurers, to manage our business because we believe that it reflects the
business volume and direct economic benefit generated by our customer
acquisition activities, which along with our underlying underwriting and claims
operations (gross loss ratio and gross LAE) are the key drivers of our future
profit opportunities. Additionally, premiums ceded to reinsurers can change
significantly based on the type and mix of reinsurance structures we use, and,
as such, we have the optionality to fully retain the premiums from customers
acquired in the future.

Gross Premiums Earned

We define gross premiums earned as the amount of gross premium that was earned
during the period. Premiums are earned over the period in which insurance
protection is provided, which is typically six months. Gross premiums earned
includes direct premiums and assumed premiums. We view gross premiums earned as
an important metric as it allows us to evaluate our premium levels prior to the
impacts of reinsurance. It is the primary driver of our consolidated GAAP
revenues. As with gross premiums written, we use gross premiums earned, which
excludes the impact of premiums ceded to reinsurers to manage our business,
because we believe that it reflects the business volume and direct economic
benefit generated by our customer acquisition activities, which along with our
underlying underwriting and claims operations (gross loss ratio and gross LAE)
are the key drivers of our future profit opportunities.

Gross Profit/(Loss)



We define gross profit/(loss) as total revenue minus net loss and LAE and other
insurance (benefit) expense. We view gross profit/(loss) as an important metric
because we believe it is informative of the financial performance of our core
insurance business.

Direct Contribution

We define direct contribution, a non-GAAP financial measure, as gross
profit/(loss) excluding net investment income, net realized gains (losses) on
investments, report costs, salaries, health benefits, bonuses, employee
retirement plan related expenses and employee share-based compensation expense,
allocated overhead, licenses, net commissions, professional fees and other
expenses, ceded earned premium, ceded loss and LAE, and net ceding commission
and other. Net ceding commission and other is comprised of ceding commission
received in connection with reinsurance ceded, partially offset by amortization
of excess ceding commission, and other impacts of reinsurance ceded which are
included in other insurance (benefit) expense. After these adjustments, the
resulting calculation is inclusive of only those gross variable costs of revenue
incurred on the successful acquisition of business. We view direct contribution
as an important metric because we believe it measures progress towards the
profitability of our total policy portfolio prior to the impact of reinsurance.

See the section titled "- Non-GAAP Financial Measures" for a reconciliation of total revenue to direct contribution.

Adjusted EBITDA



We define adjusted EBITDA, a non-GAAP financial measure, as net loss excluding
interest expense, income tax expense, depreciation and amortization, share-based
compensation, warrant compensation expense, restructuring charges, and write-off
of prepaid marketing expense and reclassifications of certain sales and
marketing expenses, and related legal and other fees, net of anticipated
insurance recovery. After these adjustments, the resulting calculation
represents expenses directly attributable to our operating performance. We use
adjusted EBITDA as an internal performance measure in the management of our
operations because we believe it provides management and other users of our
financial information useful insight into our results of operations and
underlying business

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performance. Adjusted EBITDA should not be viewed as a substitute for net loss calculated in accordance with GAAP, and other companies may define adjusted EBITDA differently.

See the section titled "- Non-GAAP Financial Measures" for a reconciliation of net loss to adjusted EBITDA.



Net Loss and LAE Ratio

We define net loss and LAE ratio expressed as a percentage, as the ratio of net
loss and LAE to net premiums earned. We view net loss and LAE ratio as important
metric because it allows us to evaluate loss trends as a percentage of net
premiums and believe it is useful for investors to evaluate those separately
from other operating expenses.

Net Expense Ratio

We define net expense ratio expressed as a percentage, as the ratio of all operating expenses less loss and LAE and less fee income to net premiums earned. We view net expense ratio as important because it allows us to analyze our expense and acquisition trends, net of fee income, and allows investors to evaluate these expenses exclusive of our loss and LAE expenses.

Net Combined Ratio



We define net combined ratio expressed as a percentage, as the sum of net loss
and LAE ratio and net expense ratio. We view net combined ratio as important
because it allows us to analyze our underwriting result trends and is a key
indicator of overall profitability and health of the overall business. We
believe it is useful to investors to evaluate these components separately and in
the aggregate when reviewing our underwriting performance. A net combined ratio
under 100% indicates an underwriting profit, while a net combined ratio greater
than 100% indicates an underwriting loss.

Gross Loss Ratio

We define gross loss ratio expressed as a percentage, as the ratio of gross losses to gross premiums earned. Gross loss ratio excludes LAE. We view gross loss ratio as an important metric because it allows us to evaluate incurred losses and LAE separately prior to the impact of reinsurance.

Gross LAE Ratio



We define gross LAE ratio expressed as a percentage, as the ratio of gross LAE
to gross premiums earned. We view gross LAE ratio as an important metric because
it allows us to evaluate incurred losses and LAE separately. Currently, we do
not cede any of our LAE to our third-party quota share reinsurance treaties;
therefore, we actively monitor LAE ratio as it has a direct impact on our
results regardless of our reinsurance strategy.

Gross Expense Ratio



We define gross expense ratio expressed as a percentage as the ratio of gross
operating expenses less loss and LAE and less fee income to gross premiums
earned. We view gross expense ratio as important because it allows us to analyze
the underlying expense base of the business and establish expense targets, prior
to the impact of reinsurance. We believe gross expense ratio is useful for
investors to further evaluate business health and performance, prior to the
impact of reinsurance.

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Gross Combined Ratio



We define gross combined ratio expressed as a percentage as the sum of the gross
loss ratio, gross LAE ratio and gross expense ratio. We view gross combined
ratio as important because it allows us to evaluate financial performance and
establish targets that we believe more closely reflects the underlying
performance and profitability of the business prior to reinsurance. Further, we
believe it is useful for investors to evaluate these components separately and
in the aggregate when reviewing our gross underwriting performance. A gross
combined ratio under 100% indicates an underwriting profit while a gross
combined ratio greater than 100% indicates an underwriting loss, prior to the
impact of reinsurance.

Gross Accident Period Loss Ratio



Gross accident period loss ratio, expressed as a percentage, represents all
losses and claims expected to arise from insured events that occurred during the
applicable period regardless of when they are reported and finally settled
divided by gross premiums earned for the same period. Changes to our loss
reserves are the primary driver of the difference between our gross accident
period loss ratio and gross loss ratio. We believe that gross accident period
loss ratio is useful in evaluating expected losses prior to the impact of
reinsurance.

Components of Our Results of Operations

Revenue

We generate revenue from net premiums earned, net investment income, net realized gains on investments, fee income and other income.

Net Premiums Earned



Premiums written are deferred and earned pro rata over the policy period. Net
premiums earned represents the earned portion of our gross premiums written,
less the earned portion that is ceded to third-party reinsurers under our
reinsurance agreements. We expect net premiums earned to decrease in the
short-term as our policies in force decrease continues to outpace premiums
written from new business. In the near-term, we expect to grow new writings with
our embedded products and greater average premiums per policy to generate growth
in net premiums earned.

Net Investment Income

Net investment income represents interest earned from our fixed maturity and
short-term investments and cash and cash equivalents and unrealized gains from
our private equity investments less investment expenses. Net investment income
is directly correlated with the overall size of our investment portfolio, market
level of interest rates and changes in fair value of our private equity
investments. Net investment income will vary with the size and composition of
our investment portfolio, market returns and the investment strategy.

Net Realized Gains on Investments

Net realized gains on investments represents the difference between the amount received by us on the sale of an investment as compared to the investment's amortized cost basis.


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Fee Income



For those policyholders who pay premiums on an installment basis, we charge a
flat fee for each installment related to the additional administrative costs
associated with processing more frequent billing. We recognize this fee income
in the period in which we process each installment.

Other Income



Other income is primarily comprised of revenue earned from distributing website
and app policy inquiry leads in geographies where we do not have a presence,
recognized when we generate the lead; commissions earned for homeowners policies
placed with third-party insurance companies where we have no exposure to the
insured risk, recognized on the effective date of the associated policy; and
sale of enterprise technology products to provide telematics-based data
collection and trip tracking, recognized ratably as the service is performed.

Operating Expenses

Our operating expenses consist of loss and LAE, sales and marketing, other insurance (benefit) expense, technology and development, and general and administrative expenses.

Loss and Loss Adjustment Expenses



Loss and LAE include the costs incurred for claims, payments made and estimated
future payments to be made to or on behalf of our policyholders, including
expenses needed to adjust or settle claims, net of amounts ceded to reinsurers.
Loss and LAE include an amount determined using adjuster determined case-base
estimates for reported claims and actuarial determined unpaid claim estimates
using past experience and historical emergence patterns for unreported losses
and LAE. These reserves are a liability established to cover the estimated
ultimate cost to settle insured losses. The unpaid loss estimates consider loss
trends, mix of business, and other risk factors impacting claims settlement. The
method used to estimate unpaid LAE liability is based on claims transaction
data, including the relative cost of adjusting and settling a range of claim
types from express material damage claims to more complex injury cases.

Loss and LAE are net of amounts ceded to reinsurers. We enter into reinsurance
contracts to limit our exposure to potential losses as well as to provide
additional capacity to write more business. These expenses are a function of the
size and term of the insurance policies we write and the loss experience
associated with the underlying risks. Loss and LAE may be paid out over a period
of years.

Various other expenses incurred during claims processing are considered LAE.
These amounts include related salaries, health benefits, bonuses, employee
retirement plan related expenses and employee share-based compensation expense,
or Personnel Costs, for claims related employees; software expense; internally
developed software amortization; and overhead allocated based on headcount, or
Overhead.

Sales and Marketing

Sales and marketing expense includes spending related to performance and
embedded channels, channel media, advertising, branding, public relations,
sponsorship, consumer insights and referral fees. These expenses also include
related Personnel Costs, Overhead and certain warrant compensation expense
related to our embedded channel. We incur sales and marketing expenses for all
product offerings. Sales and marketing are expensed as incurred. Certain warrant
compensation expense is recognized on a pro-rata basis considering progress
toward completing Carvana's online buying platform, or the Integrated Platform,
under the Carvana commercial agreement.

We plan to continue investing in and diversifying our marketing channels,
including costs incurred related to our embedded channel, to attract and acquire
new customers, increase our brand awareness, and expand our product offerings
within certain markets. We expect that in the long-term, our sales and marketing
will decrease as a percentage of revenue as the proportion of renewals to our
total business increases.

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Other Insurance (Benefit) Expense



Other insurance (benefit) expense includes underwriting expenses, credit card
and policy processing expenses, premium write-offs, insurance license expenses,
certain warrant compensation expense related to our embedded channel, and
Personnel Costs and Overhead related to actuarial and certain data science
activities. Other insurance (benefit) expense also includes amortization of
deferred acquisition costs like certain commissions, premium taxes, and report
costs related to the successful acquisition of a policy. Other insurance
(benefit) expense is expensed as incurred, except for costs related to deferred
acquisition costs that are capitalized and subsequently amortized over the same
period in which the related premiums are earned. These expenses are also
recognized net of ceding commissions earned. Certain warrant compensation
expense is recognized on a pro-rata basis for policies originated from the
Integrated Platform towards milestones as defined under the Carvana commercial
agreement.

Technology and Development

Technology and development expense consists of software development costs
related to our mobile app and homegrown information technology systems;
third-party services related to infrastructure support; Personnel Costs and
Overhead for engineering, product, technology, and certain data science
activities; and amortization of internally developed software. Technology and
development is expensed as incurred, except for development and testing costs
related to internally developed software that are capitalized and subsequently
amortized over the expected useful life. Over time, we expect technology and
development to decrease as a percentage of revenue.

General and Administrative



General and administrative expenses primarily relate to external professional
service expenses; Personnel Costs and Overhead for corporate functions; and
depreciation expense for computers, furniture and other fixed assets;
write-offs; and restructuring costs associated with the involuntary workforce
reductions. Restructuring costs include severance, benefits, share-based
compensation, employee compensation expense, dependent upon continuous
employment for certain employees, and related employee costs, real estate exit
costs and software costs. General and administrative expenses are expensed as
incurred. We expect general and administrative expenses to decrease as a
percentage of total revenue over time.

Non-Operating Expenses

Interest Expense



Interest expense is not an operating expense; therefore, we include these
expenses below operating expenses. Interest expense primarily relates to
interest incurred on our long-term debt, certain fees that are expensed as
incurred and amortization of debt issuance costs. In addition, changes in the
fair value of warrant liabilities that were associated with our long-term debt
are recorded as interest expense.

Loss on Early Extinguishment of Debt



Loss on early extinguishment of debt is not an operating expense; therefore, we
include these expenses below operating expenses. Loss on early extinguishment of
debt primarily relates to the difference between the reacquisition price of the
debt and the net carrying amount of the extinguished debt. Upon extinguishment
of debt, the remaining unamortized discount and debt and warrants issuance costs
are recognized as expense.

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Results of Operations

Comparison of the Years Ended December 31, 2022 and 2021



The following table presents our results of operations for the periods
indicated:

                                                                               Years Ended December 31,
                                                      % of Total                               % of Total
                                     2022               Revenue              2021               Revenue             $ Change             % Change
                                                                                 (dollars in millions)
Revenue:
Net premiums earned               $  285.9                  92.0  %       $  310.3                   89.8  %       $  (24.4)                  (7.9) %
Net investment income                  6.2                   2.0  %            5.0                    1.4  %            1.2                   24.0  %
Net realized gains on investments      0.5                   0.2  %            2.4                    0.7  %           (1.9)                 (79.2) %
Fee Income                            16.5                   5.3  %           20.9                    6.1  %           (4.4)                 (21.1) %
Other income                           1.7                   0.5  %            6.8                    2.0  %           (5.1)                 (75.0) %
Total revenues                       310.8                 100.0  %          345.4                  100.0  %          (34.6)                 (10.0) %
Operating expenses:
Loss and loss adjustment expenses    351.0                 112.9  %          392.3                  113.6  %          (41.3)                 (10.5) %
Sales and marketing                   48.0                  15.5  %          270.2                   78.2  %         (222.2)                 (82.2) %
Other insurance (benefit) expense     (8.0)                 (2.6) %            5.0                    1.4  %          (13.0)                (260.0) %
Technology and development            55.5                  17.9  %           65.5                   19.0  %          (10.0)                 (15.3) %
General and administrative           127.4                  41.0  %           97.6                   28.3  %           29.8                   30.5  %
Total operating expenses             573.9                 184.7  %          830.6                  240.5  %         (256.7)                 (30.9) %
Operating loss                      (263.1)                (84.7) %         (485.2)                (140.5) %          222.1                  (45.8) %
Interest expense                     (34.6)                (11.1) %          (20.0)                  (5.8) %          (14.6)                  73.0  %
Loss on early extinguishment of
debt                                     -                     -  %          (15.9)                  (4.6) %           15.9                 (100.0) %
Loss before income tax expense      (297.7)                (95.8) %         (521.1)                (150.9) %          223.4                  (42.9) %
Income tax expense                       -                     -  %              -                      -  %              -                      -  %
Net loss                            (297.7)                (95.8) %         (521.1)                (150.9) %          223.4                  (42.9) %
Other comprehensive loss:
Changes in net unrealized losses
on investments                        (6.2)                 (2.0) %           (5.2)                  (1.5) %           (1.0)                  19.2  %
Comprehensive loss                $ (303.9)                (97.8) %       $ (526.3)                (152.4) %       $  222.4                  (42.3) %


Revenue

Net Premiums Earned

Net premiums earned decreased $24.4 million, or 7.9%, to $285.9 million for the
year ended December 31, 2022 compared to 2021. The decrease was primarily due to
lower policies in force throughout the year as a result of reduced marketing
expenditures, partially offset by an increase in premium per policy driven by
rate actions.

During the years ended December 31, 2022 and 2021, we ceded approximately 55.6%
and 56.9% of our gross premiums earned to third-party reinsurers, respectively.
The slight change in ceding percentage between the periods was driven by
retaining a marginally larger share of our overall book of business.

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The following table presents gross premiums written, ceded premiums written, net
premiums written, gross premiums earned, ceded premiums earned and net premiums
earned for the years ended December 31, 2022 and 2021:
                                        Years Ended December 31,
                              2022         2021        $ Change      % Change
                                          (dollars in millions)
Gross premiums written     $  600.0      $ 742.6      $ (142.6)       (19.2) %
Ceded premiums written       (331.2)      (397.3)         66.1        (16.6) %
Net premiums written          268.8        345.3         (76.5)       (22.2) %

Gross premiums earned         643.6        719.6         (76.0)       (10.6) %
Ceded premiums earned        (357.7)      (409.3)         51.6        (12.6) %
Net premiums earned        $  285.9      $ 310.3      $  (24.4)        (7.9) %

The decrease in gross premiums earned was primarily due to lower gross premiums written as a result of reducing marketing expenditures. This decrease was partially offset by a 21.3% increase in premiums per policy for automobile insurance primarily attributable to rate actions.

Fee Income



Fee income decreased $4.4 million, or 21.1%, to $16.5 million for the year ended
December 31, 2022 compared to 2021. The decrease was primarily due to a decrease
in installment fees due to lower policies in force.

Other Income

Other income decreased $5.1 million, or 75.0%, to $1.7 million for the year ended December 31, 2022 compared to 2021. The decrease was primarily due to a $4.9 million reduction in fee revenue from distributing web and app policy inquiry leads to third parties as a result of reducing marketing expenditures.

Operating Expenses

Loss and Loss Adjustment Expenses

Loss and LAE decreased $41.3 million, or 10.5%, to $351.0 million for the year ended December 31, 2022 compared to 2021. The decrease was primarily due to lower policies in force for the year ended December 31, 2022 compared to 2021.



Gross accident period loss ratios decreased to 80.9% from 88.7% for the years
ended December 31, 2022 and 2021, respectively. The change in the loss ratios
was driven by growth in average premium per policy primarily attributable to
rate actions and improved tenure mix as our book of business matures. This was
offset by higher loss costs from increased severity per claim due to inflation,
as the industry experienced higher replacement parts cost and growth in used car
values. We experienced an 11% increase in severity per claim and 6% decrease in
claim frequency for the year ended December 31, 2022 compared to 2021. The claim
severity and frequency estimates are based on bodily injury, collision, and
property damage coverages.

Sales and Marketing



Sales and marketing decreased $222.2 million, or 82.2%, to $48.0 million for the
year ended December 31, 2022 compared to 2021. The decrease was primarily due to
a decline in performance marketing of $175.9 million and branding and
advertising of $39.4 million. The reduction in sales and marketing expense is
due to a shift in direct marketing strategy in response to changing
macroeconomic factors and competitive environment. This was partially offset by
$5.4 million increase in content development as we focus on diversifying our
marketing channels.

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Other Insurance (Benefit) Expense



Other insurance (benefit) expense decreased $13.0 million, or 260.0%, to a
benefit of $8.0 million for the year ended December 31, 2022 compared to 2021.
The decrease was primarily driven by a $22.8 million decrease in underwriting
costs and premium taxes and a $3.5 million decrease in premium write-offs
primarily attributable to a decline in gross premiums written. In addition, we
experienced a $3.1 million decrease in personnel costs as a result of a decrease
in headcount, primarily attributable to the involuntary workforce reductions.
This was partially offset by a $10.8 million decrease in earned ceding
commission contra-expense due to a decrease in gross premiums written and a $5.7
million increase in Carvana warrant expense as a result of policies originating
from the Integrated Platform.

Technology and Development

Technology and development decreased $10.0 million, or 15.3%, to $55.5 million
for the year ended December 31, 2022 compared to 2021. The decrease was
primarily driven by a $9.7 million decrease in personnel and overhead related
costs as a result of a decrease in headcount, primarily attributable to the
involuntary workforce reductions.

General and Administrative



General and administrative increased $29.8 million, or 30.5%, to $127.4 million
for the year ended December 31, 2022 compared to 2021. The increase was driven
by $18.6 million of restructuring costs related to the involuntary workforce
reductions and a $9.5 million increase in personnel costs primarily attributable
to share-based compensation expenses relating to our equity incentive plan. This
was partially offset by a decrease of $4.9 million in professional services and
$2.7 million in rent expense as we focused on materially reducing our fixed
expenses in 2022 in our drive towards profitability.

In addition, we recognized write-off of prepaid marketing expense and
reclassifications of certain sales and marketing expenses to general and
administrative expenses of $10.2 million, legal and other fees of $1.2 million,
partially offset by an anticipated insurance recovery of $1.9 million, related
to the purported misappropriation of funds by a former senior marketing
employee.

Non-Operating Expenses

Interest Expense

Interest expense increased $14.6 million, or 73.0%, to $34.6 million for the
year ended December 31, 2022 compared to 2021. The increase was primarily due to
an increase in debt interest expense as a result of higher average outstanding
debt and a greater average interest rate for the year ended December 31, 2022
compared to 2021.

Loss on Early Extinguishment of Debt



Loss on early extinguishment of debt decreased $15.9 million, or 100.0%, to zero
for the year ended December 31, 2022 compared to 2021. The decrease was driven
by $15.9 million of accelerated amortization of unamortized discount and debt
and warrant issuance costs from the extinguishment of our $100.0 million term
loan, or Term Loan B, which was early extinguished in 2021.

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Comparison of the Years Ended December 31, 2021 and 2020

The following table presents our results of operations for the periods indicated:



                                                                                Years Ended December 31,
                                                       % of Total                               % of Total
                                     2021               Revenue               2020               Revenue             $ Change             % Change
                                                                                 (dollars in millions)

Revenue:
Net premiums earned               $  310.3                   89.8  %       $  322.5                   93.0  %       $  (12.2)                  (3.8) %
Net investment income                  5.0                    1.4  %            5.4                    1.6  %       $   (0.4)                  (7.4) %
Net realized gains on investments      2.4                    0.7  %            0.3                    0.1  %       $    2.1                  700.0  %
Fee income                            20.9                    6.1  %           17.4                    5.0  %       $    3.5                   20.1  %
Other income                           6.8                    2.0  %            1.2                    0.3  %       $    5.6                  466.7  %
Total revenue                        345.4                  100.0  %          346.8                  100.0  %           (1.4)                  (0.4) %
Operating expenses:
Loss and loss adjustment expenses    392.3                  113.6  %          362.8                  104.6  %           29.5                    8.1  %
Sales and marketing                  270.2                   78.2  %          139.7                   40.3  %          130.5                   93.4  %
Other insurance expense (benefit)      5.0                    1.4  %           (1.8)                  (0.5) %            6.8                  377.8  %
Technology and development            65.5                   19.0  %           52.9                   15.3  %           12.6                   23.8  %
General and administrative            97.6                   28.3  %           78.5                   22.6  %           19.1                   24.3  %
Total operating expenses             830.6                  240.5  %          632.1                  182.3  %          198.5                   31.4  %
Operating loss                      (485.2)                (140.5) %         (285.3)                 (82.3) %         (199.9)                  70.1  %
Interest expense                     (20.0)                  (5.8) %          (77.7)                 (22.4) %           57.7                  (74.3) %
Loss on early extinguishment of
debt                                 (15.9)                  (4.6) %              -                      -  %          (15.9)                 100.0  %
Loss before income tax expense      (521.1)                (150.9) %         (363.0)                (104.7) %         (158.1)                  43.6  %
Income tax expense                       -                      -  %              -                      -  %              -                      -  %
Net loss                            (521.1)                (150.9) %         (363.0)                (104.7) %         (158.1)                  43.6  %
Other comprehensive (loss)
income:
Changes in net unrealized
(losses) gains on investments         (5.2)                  (1.5) %            5.0                    1.5  %          (10.2)                (204.0) %
Comprehensive loss                $ (526.3)                (152.4) %       $ (358.0)                (103.2) %       $ (168.3)                  47.0  %


The December 31, 2021 and 2020 results of operations discussion can be found in
Part II, Item 7, "Results of Operations" of our Annual Report on Form 10-K for
the year ended December 31, 2021.

Non-GAAP Financial Measures



The non-GAAP financial measures below have not been calculated in accordance
with GAAP and should be considered in addition to results prepared in accordance
with GAAP and should not be considered as a substitute for, or superior to, GAAP
results. In addition, direct contribution and adjusted EBITDA should not be
construed as indicators of our operating performance, liquidity or cash flows
generated by operating, investing and financing activities, as there may be
significant factors or trends that they fail to address. We caution investors
that non-GAAP financial information, by its nature, departs from traditional
accounting conventions. Therefore, its use can make it difficult to compare our
current results with our results from other reporting periods and with the
results of other companies.

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Our management uses these non-GAAP financial measures, in conjunction with GAAP
financial measures, as an integral part of managing our business and to, among
other things: (1) monitor and evaluate the performance of our business
operations and financial performance; (2) facilitate internal comparisons of the
historical operating performance of our business operations; (3) facilitate
external comparisons of the results of our overall business to the historical
operating performance of other companies that may have different capital
structures and debt levels; (4) review and assess the operating performance of
our management team; (5) analyze and evaluate financial and strategic planning
decisions regarding future operating investments; and (6) plan for and prepare
future annual operating budgets and determine appropriate levels of operating
investments.

Direct Contribution

For the definition of direct contribution and why management believes this measure provides useful information to investors, see "- Key Performance Indicators."

The following table provides a reconciliation of total revenue to direct contribution for the years ended December 31, 2022, 2021 and 2020:



                                                                    Years Ended December 31,
                                                          2022                 2021                2020
                                                                     (dollars in millions)
Total revenue                                       $     310.8            $    345.4          $    346.8
Loss and loss adjustment expenses                        (351.0)               (392.3)             (362.8)
Other insurance benefit (expense)                           8.0                  (5.0)                1.8
Gross profit/(loss)                                       (32.2)                (51.9)              (14.2)

Net investment income                                      (6.2)                 (5.0)               (5.4)
Net realized gains on investments                          (0.5)                 (2.4)               (0.3)
Adjustments from other insurance benefit
(expense)(1)                                               38.4                  56.0                40.9

Ceded premiums earned                                     357.7                 409.3               282.7
Ceded loss and loss adjustment expenses                  (243.7)               (302.5)             (194.8)
Net ceding commission and other(2)                        (85.9)                (95.4)              (90.0)
Direct contribution                                 $      27.6            $      8.1          $     18.9


______________

(1) Adjustments from other insurance benefit (expense) includes report costs,
personnel costs, allocated overhead, licenses, net commissions, professional
fees and other.

(2) Net ceding commission and other is comprised of ceding commissions received
in connection with reinsurance ceded, partially offset by amortization of excess
ceding commission and other impacts of reinsurance ceded.

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Adjusted EBITDA



For the definition of adjusted EBITDA and why management believes this measure
provides useful information to investors, see "- Key Performance Indicators."
The following table provides a reconciliation of net loss to adjusted EBITDA for
the years ended December 31, 2022, 2021 and 2020:

                                               Years Ended December 31,
                                           2022          2021          2020
                                                (dollars in millions)
Net loss                                $ (297.7)     $ (521.1)     $ (363.0)
Adjustments:
Interest expense                            31.9          14.4          69.1
Income tax expense                             -             -             -
Depreciation and amortization               12.1          16.6          15.6
Share-based compensation                    25.2          19.3           3.7
Tender offer                                   -             -          25.1
Loss on early extinguishment of debt           -          15.9             -
Warrant compensation expense                14.5           8.8             -
Restructuring costs(1)                      18.6             -             -
Write-off(2)                                 9.5             -             -
Adjusted EBITDA                         $ (185.9)     $ (446.1)     $ (249.5)


______________

(1) Restructuring costs consist of severance, benefits, related costs and real
estate exit costs comprising of accelerated amortization of certain right-of-use
assets, leasehold improvements, furniture and fixtures. This includes $5.3
million of share-based compensation for the year ended December 31, 2022. This
also includes $1.7 million of depreciation and amortization for the year ended
December 31, 2022. For further information on restructuring costs, see Note 10,
"Restructuring Costs," in the Notes to Consolidated Financial Statements.

(2) Write-off of prepaid marketing expense and reclassifications of certain sales and marketing expenses to general and administrative expenses of $10.2 million, legal and other fees of $1.2 million, partially offset by an anticipated insurance recovery of $1.9 million related to the purported misappropriation of funds by a former senior marketing employee.

Liquidity and Capital Resources

General



Since inception, we have financed operations primarily through sales of
insurance policies and the net proceeds we have received from our issuance of
stock and debt and from sales of investments. Cash generated from operations is
highly dependent on being able to efficiently acquire and maintain customers
while pricing our insurance products appropriately. We are continuously
evaluating alternatives for efficiently funding our ongoing operations. We
expect, from time to time, to engage in a variety of financing transactions for
such purposes, including the issuance of securities.

Regulatory Considerations



We are organized as a holding company, but our primary operations are conducted
by two of our wholly owned insurance subsidiaries, Root Insurance Company, an
Ohio-domiciled insurance company, and Root Property & Casualty Insurance
Company, a Delaware-domiciled insurance company. The payment of dividends by our
insurance subsidiaries is subject to restrictions set forth in the insurance
laws and regulations of the States of Ohio and Delaware. To date, our insurance
subsidiaries have not paid any dividends and as of December 31, 2022, they were
not permitted to pay any dividends without approval of the applicable
superintendent, commissioner and/or director.

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If our insurance subsidiaries' business grows, the amount of capital we are
required to maintain to satisfy our risk-based capital requirements may increase
significantly. To comply with these regulations, we may be required to maintain
capital in the insurance subsidiaries that we would otherwise invest in our
growth and operations. As of December 31, 2022, our insurance subsidiaries
maintained a risk-based capital level that is in excess of an amount that would
require any corrective actions on our part.

Our wholly owned, Cayman Islands-based reinsurance subsidiary, Root Reinsurance
Company, Ltd., or Root Re, maintains a Class B(iii) insurer license under Cayman
Islands Monetary Authority, or CIMA. At December 31, 2022, Root Re was subject
to compliance with certain capital levels and a net earned premium to capital
ratio of 15:1, which was maintained as of December 31, 2022. The capital ratio
can fluctuate at Root Re's election, subject to regulatory approval. Root Re's
primary sources of funds are capital contributions from the holding company,
assumed insurance premiums and net investment income. These funds are primarily
used to pay claims and operating expenses and to purchase investments. Root Re
must receive approval from CIMA before it can pay any dividend to the holding
company.

Financing Arrangements

In August 2022, a subcommittee of our board of directors approved a reverse
stock split of our Class A and Class B common stock at a ratio of 1-for-18,
which became effective on August 12, 2022. Accordingly, all stock, equity award,
warrant, and per share amounts have been adjusted to reflect the reverse stock
split for all prior periods presented.

On January 26, 2022, we closed on a $300.0 million five-year term loan, or Term
Loan. The maturity of this Term Loan is January 27, 2027. Interest is payable
quarterly and is determined on a floating interest rate calculated on the
Secured Overnight Financing Rate, or SOFR, with a 1.0% floor, plus 9%, plus
0.26161% per annum. Concurrently with the Term Loan, we also issued to the
lender warrants to purchase approximately 0.3 million shares of Class A common
stock. Under certain contingent scenarios, the lender may also receive
additional warrants to purchase shares of Class A common stock equal to 1.0% of
the aggregate number of issued and outstanding shares of our Class A common
stock on a fully-diluted basis as of the triggering date.

In November 2021, we repaid the outstanding Term Loan B principal balance of
$100.0 million and accrued interest, including paid-in-kind, or PIK interest,
and fees of $20.9 million. As a result, we recognized a $15.9 million loss on
early extinguishment.

In October 2021, we consummated the transactions contemplated by the investment
agreement with Carvana, or the Investment Agreement, that we entered into on
August 11, 2021. We received $126.5 million of gross proceeds from the issuance
of 14.1 million shares of redeemable convertible preferred stock designated as
the Series A Convertible Preferred Stock. We also issued Carvana eight tranches
of warrants to purchase shares of our Class A common stock. In connection with
the Investment Agreement, we incurred issuance costs of $19.6 million, $9.0
million of which are contingent upon the success of the Investment Agreement as
measured by achievement of certain warrant vesting milestones.

In October 2021, upon maturity of our $100 million term loan, or Term Loan A, and expiration of the revolving loan, we repaid the outstanding Term Loan A principal balance of $98.8 million and accrued interest and fees of $0.2 million.



In October 2020, we completed our initial public offering, or IPO, which
resulted in the issuance and sale of 1.3 million shares of Class A common stock
at the IPO price of $486.00. Concurrently, we issued and sold 1.0 million shares
of our Class A common stock in private placements. We received total net
proceeds of $1.1 billion after deducting underwriting discounts and other
offering costs.

Liquidity



As of December 31, 2022, we had $762.1 million in cash and cash equivalents, of
which $559.2 million was held outside of regulated insurance entities. We also
had $128.8 million in marketable securities.

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Our cash and cash equivalents primarily consist of bank deposits and money market funds. Our marketable securities consist of U.S. Treasury securities and agencies, municipal securities, corporate debt securities, residential and commercial mortgage-backed securities, and other debt obligations.



We believe that our existing cash and cash equivalents, marketable securities
and cash flow from operations will be sufficient to support short-term working
capital and capital expenditure requirements for at least the next 12 months and
the foreseeable future thereafter.

Our long-term capital requirements depend on many factors, including our
insurance premium growth rate, rate adequacy, renewal activity, the timing and
the amount of cash received from customers, the performance of our products,
including the success of our embedded partnerships, loss cost trends, the timing
and extent of spending to support development efforts, the introduction of new
and enhanced products, the continuing market adoption of offerings on our
platform, operating costs, and the ongoing uncertainty in the global markets
resulting from the global COVID-19 pandemic.

In the first quarter 2022, in response to inflation and loss cost trends and to
further drive efficiency and increased focus on our strategic priorities we
instituted an organizational realignment, including an involuntary workforce
reduction affecting approximately 330 employees, which represented approximately
20% of our workforce at the time. During the fourth quarter 2022, we initiated a
company-wide involuntary workforce reduction affecting approximately 160
employees, which represented approximately 20% of our workforce at the time. The
action taken as part of our efforts to improve efficiency and operating costs,
and prioritize resources to further strengthen our pricing and underwriting
foundation and the continued development of our embedded products. In 2023, we
expect to incur approximately $6.6 million of employee compensation expense,
dependent upon continuous employment for certain employees, to be recognized
ratably through the fourth quarter of 2023. We expect a cash expenditure related
to these employee compensation costs in the first quarter of 2024. For
additional information regarding organizational realignment and involuntary
workforce reductions refer to Note 10, "Restructuring Costs," in the Notes to
Consolidated Financial Statements.

Currently, our debt covenants require cash and cash equivalents held in entities
other than our insurance subsidiaries to be at least $200.0 million at all
times. This threshold may be reduced to $150.0 million under two sets of
circumstances: issuing 62,500 insurance policies through our Carvana embedded
product and achieving a ratio of direct contribution to gross premiums earned of
12%; or ceasing any customer acquisition spend outside of the Carvana commercial
agreement and reducing our monthly cash burn to no greater than $12.0 million.

Through prudent deployment of capital we believe we have sufficient resources, and access to additional debt and equity capital, to adequately meet our obligations as they come due.

Cash Flows



The following table summarizes our cash flow data for the periods presented:
                                                             Years Ended December 31,
                                                         2022          2021          2020
                                                                  (in millions)
Net cash used in operating activities                 $ (210.6)     $ (403.4)     $ (287.2)
Net cash (used in) provided by investing activities      (16.6)         76.9        (114.1)
Net cash provided by (used in) financing activities      283.3         (80.3)      1,098.5


Comparison of Years Ended December 31, 2022 and 2021



Net cash used in operating activities for the year ended December 31, 2022 was
$210.6 million compared to $403.4 million of net cash used in operating
activities for the year ended December 31, 2021. The decrease in cash used in
operating activities was due to a decline in net loss incurred primarily as a
result of a reduction in sales and marketing expense due to a shift in direct
marketing strategy in response to changing macroeconomic factors and competitive
environment and lower payroll, employee-related expenditures and facility costs
due to an organizational realignment and involuntary workforce reductions. In
addition, timing of premium receipts, timing of

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cash receipts and payments related to reinsurance activity, and claims payments
contributed to the decrease in cash used in operating activities during the year
ended December 31, 2022 compared to the prior year.

Net cash used in investing activities for the year ended December 31, 2022 was
$16.6 million, primarily due to purchases of investments, capitalization of
internally developed software, and purchases of indefinite-lived intangible
assets, partially offset by proceeds from maturities, calls and pay downs, and
sales of investments. Net cash provided by investing activities for the year
ended December 31, 2021 was $76.9 million, primarily due to proceeds from sales,
maturities, calls and pay downs of investments, partially offset by purchases of
investments and other debt obligations.

Net cash provided by financing activities for the year ended December 31, 2022
was $283.3 million, primarily due to proceeds from our Term Loan. Net cash used
in financing activities for the year ended December 31, 2021 was $80.3 million,
primarily due to the pay down of debt and payment of preferred stock and related
warrants issuance costs, partially offset by proceeds from the issuance of
preferred stock and related warrants in connection with our partnership with
Carvana.

Comparison of Years Ended December 31, 2021 and 2020

The December 31, 2021 and 2020 net cash discussion can be found in Part II, Item 7, "Liquidity and Capital Resources," of our Annual Report on Form 10-K.

Material Cash Requirements from Contractual and Other Obligations



As of December 31, 2022, our material cash requirements from known contractual
and other obligations consisted of purchase commitments, as discussed in Note
13, "Commitments and Contingencies,", operating leases, as discussed in Note 8,
"Leases," and a Term Loan, as discussed in Note 7, "Long-Term Debt," in the
Notes to Consolidated Financial Statements. We believe we have sufficient
resources, and access to additional debt and equity capital, to adequately meet
our obligations as they come due.

                                       d

Critical Accounting Estimates



Our financial statements are prepared in accordance with GAAP. The preparation
of the consolidated financial statements in conformity with GAAP requires our
management to make a number of estimates and assumptions relating to the
reported amounts of assets and liabilities, the disclosure of contingent assets
and liabilities at the date of the consolidated financial statements and the
reported amounts of revenue and expenses during the period. We evaluate our
significant estimates on an ongoing basis, including, but not limited to,
estimates related to reserves for loss and LAE, premium write-offs, and
valuation allowance on our deferred tax assets. We base our estimates on
historical experience and on various other assumptions that we believe to be
reasonable under the circumstances, the results of which form the basis for
making judgments about the carrying value of assets and liabilities that are not
readily apparent from other sources. Actual results could differ from those
estimates.

We believe that the accounting estimates described below involve a significant
degree of judgment and complexity. Accordingly, we believe these are the most
critical to aid in fully understanding and evaluating our consolidated financial
condition and results of operations. For further information, see Note 2, "Basis
of Presentation and Summary of Significant Accounting Policies," in the Notes to
Consolidated Financial Statements.

Loss and LAE Reserves



Loss and LAE reserves represent management's best estimate of the ultimate
liability for all reported and unreported claims that occurred prior to the end
of each accounting period but have not yet been paid. These reserves are
established to cover the estimated ultimate cost to settle insured losses. Loss
and LAE reserves include an amount determined using adjuster determined
case-base estimates for reported claims and on actuarial unpaid claim estimates
using past experience and historical emergence patterns for unreported loss and
LAE. Case reserve amounts are determined by claims adjusters following our case
reserving practices, which consider the circumstances presented with each
claimant, applicable policy provisions, and state law. The unpaid claim
estimates consider loss cost trends, mix of business, and other risk factors
impacting claims settlement. The methods used to

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estimate ultimate loss reserves by accident month include reported loss
development, paid loss development, expected loss ratio, or ELR,
frequency-severity, premium based Bornhuetter/Ferguson, or B/F, and exposure
based B/F using frequency-severity. The method used to estimate unpaid LAE
reserves is determined by a transaction-based allocation method where historical
claim department activities are measured by their relative effort or cost for
handling different claim types. Our estimation for unpaid LAE reserves includes
the ultimate cost of settling a range of claim types from express material
damage claims to more complex bodily injury cases.

The evaluation and estimation of ultimate losses and LAE requires considerable
judgment in understanding how claims mature, how claims differ between lines of
business, and how changes in the business impact claims settlement over time.
Loss reserves represent a liability estimate at a given point in time based on
many input variables including historical and statistical information,
inflation, contract interpretation, weather catastrophe impacts, regulatory
environment, and economic conditions. While we consider many inputs into the
loss reserve valuation process, as well as several actuarial methodologies,
there is no single method for determining the exact ultimate claims liability.
In many cases, we use multiple estimation methods based on the particular facts
and circumstances of the claims and liabilities being evaluated, resulting in a
range of reasonable estimates for reserves for losses and LAE. We do not
discount reserves.

Our actuarial reserving team performs monthly reviews of the claims experience
and loss emergence to support our estimation of ultimate losses and LAE. A few
considerations and assumptions in estimating ultimate claim liabilities includes
relative case reserve adequacy over time, claims cycle time, claims settlement
practices, exposure growth, actuarial projections, current economic conditions,
driving patterns observed from telematics, weather catastrophes, and claim
litigation. Our loss reserves can be grouped by claim type, where amounts
related to material damage of vehicles and property tend to settle within six to
12 months, while claims that involve injuries or personal liability have a much
longer time period between the occurrence of a loss and the settlement of the
claim. In general, the longer the time span between the incidence of a loss and
the settlement of the claim, the more the ultimate settlement amount can vary.

Because actual experience can differ from key assumptions used in establishing
reserves, there is potential for significant variation in the development of
loss reserves. There is considerable uncertainty associated with the actuarial
estimates, and therefore the actual losses and LAE paid in the future may differ
materially from the reserves we have recorded. Our loss estimates are
continually reviewed by management and adjusted as necessary; with adjustments
included in the period determined.

The key assumptions that materially affect the estimate of the reserves for loss and LAE are as follows:

•Many of the actuarial estimation methods assume that the speed of claim payments and claim closures, also known as cycle time, remains relatively consistent over time. While fluctuations and improvements in cycle time are expected as we grow, these timing changes can be difficult to discern from normal process risk variability in the data.



•For actuarial methods that rely on case reserve data, there is an implicit
assumption that the adequacy of case reserve estimates stays relatively constant
over time. For example, if the held case reserves represent the 50th percentile
outcome for each claim, then any changes to this case reserve level, either
higher or lower, would impact the ultimate loss estimates.

•Actuarial methods that rely on exposure bases, such as premiums or car years,
perform better when the mix of business is relatively stable over time. Business
growth can change the mix of business across several dimensions: new business
versus renewal, geography profile, and underwriting profile. As such, prior
estimates of claim frequency, claim severity, or loss ratio may not be as
predictive of future results when the mix of business changes.

•Broader macro level economics can have a material impact on loss reserve estimates, such as a rapid change in miles driven, unanticipated inflation, regulatory restrictions, and legal developments as they relate to contract and coverage interpretation and enforceability.


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Due to the inherent uncertainty in determining our ultimate cost of settling
claims, we evaluate what the potential impact on consolidated results of
operations, financial position, and liquidity would be based on a hypothetical
5% and 10% increase or decrease in key assumptions described above. The loss
reserve range noted below represents a range of reasonably likely reserves, not
a range of all possible reserves. Therefore, the ultimate losses could reach
levels corresponding to reserve amounts outside of the range provided. Given our
growth from inception in 2015, we believe evaluating sensitivity based on a
hypothetical increase or decrease of 5% and 10% is reflective of management's
best estimate and provides an illustrative range of variability in key
assumptions. The below tables present this sensitivity analysis:
                                       Scenarios for Changes in Bodily 

Injury Claim Severity for all Accident Years


                                    (10)%                (5)%                -%                 5%                10%
Bodily injury liability         $     100.3          $   105.9          $   111.4          $   117.0          $   122.6
Uninsured and underinsured
bodily injury                          25.0               26.4               27.8               29.2               30.5
All other coverages                    36.1               36.1               36.1               36.1               36.1

Total losses-net of reinsurance $ 161.4 $ 168.4 $ 175.3 $ 182.3 $ 189.2




Our loss and LAE reserves are recorded net of external reinsurance and net of
amounts expected to be received from salvage (the amount recovered from the
damaged property after the we pay for a total loss) and subrogation (the right
to recover payments from third parties).

Premium Revenue, Fee Income and Related Expenses



Premiums written are deferred and earned pro rata over the policy period.
Unearned premium is established to cover the unexpired portion of premiums
written. A premium deficiency, as measured on a gross basis, is recorded when
the sum of expected losses, LAE, unamortized acquisition costs and maintenance
costs exceed the recorded unearned premium reserve and anticipated investment
income. A premium deficiency reserve is recognized as a reduction of deferred
acquisition costs and, if necessary, by accruing an additional liability for the
deficiency, with a corresponding charge to operations. We did not record a
premium deficiency reserve in 2022 or 2021.

In August 2021, we commenced a fronting arrangement with an unaffiliated Texas
county mutual insurance company, or the fronting carrier. We route all of our
new auto policies and, over time, expect to route certain renewal auto policies,
in Texas through the fronting carrier whereby we assume 100% of the related
premium and losses on those policies. The fronting arrangement allows us to have
greater rating and underwriting flexibility. Premiums assumed are deferred and
earned pro rata over the policy period. Unearned premium is established to cover
the unexpired portion of premiums assumed. Through this fronting arrangement, we
have greater rating and underwriting flexibility that we believe will allow us
to more accurately segment risk in Texas to improve profitability.

Premiums receivable represents premiums written but not yet collected.
Generally, premiums are collected prior to providing risk coverage, minimizing
our exposure to credit risk. Due to a variety of factors, certain premiums
billed may not be collected, for which we establish an allowance for doubtful
accounts based primarily on an analysis of historical collection experience,
adjusted for current economic conditions. Allowance for credit losses was $2.8
million and $5.4 million as of December 31, 2022 and 2021, respectively, on the
consolidated balance sheets. A policy is generally considered past due on the
first day after its due date and policies greater than 90 days past due are
written-off. We recognized premium write-offs, or bad debt expense, of $17.4
million, $20.9 million and $23.6 million for the years ended December 31, 2022,
2021 and 2020 respectively.

For those policyholders who pay premiums on an installment basis, we charge a
flat fee for each installment related to the additional administrative costs
associated with processing more frequent billings. We recognize this fee income
in the period which we process each installment.

Policy acquisition costs, which consists of premium taxes, certain marketing
costs and underwriting expenses, and certain commissions, net of ceding
commissions, related to the successful acquisition of new or renewal business,
are deferred and amortized over the same period in which the related premiums
are earned. Ceding

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commissions relating to reinsurance agreements are recorded as a reimbursement
for both deferrable and non-deferrable acquisition costs. The portion of the
ceding commission that is equal to the pro rata share of acquisition costs based
on quota share percentage is recorded as an offset to the gross deferred
acquisition costs. Any portion of the ceding commission that exceeds the
acquisition costs of the business ceded is recorded as excess ceding commission,
a deferred liability, and amortized over the same period in which the related
premiums are earned.

Reinsurance

In the ordinary course of business, we cede and retrocede a portion of our
business written and assumed, respectively, to reinsurers to limit the maximum
net loss potential arising from large risks and catastrophes. These
arrangements, known as treaties, provide for reinsurance coverage on quota-share
and excess-of-loss basis. All reinsurance contracts provide for indemnification
against loss or liability relating to insurance risk and have been accounted for
as reinsurance. Although the ceding of reinsurance does not discharge us from
our primary liability to the policyholder, the insurance company that assumes
the coverage assumes the related liability. Amounts recoverable from and payable
to reinsurers are estimated in a manner consistent with the claim liability
associated with the reinsured business. Reinsurance premiums, commissions and
expense reimbursements related to reinsured business are accounted for on a
basis consistent with the basis used in accounting for the original policies
issued and the terms of the reinsurance contracts. Premiums ceded to other
companies have been reported as a reduction of premiums earned and are
recognized over the remaining policy period based on the reinsurance protection
provided. Amounts applicable to reinsurance ceded for unearned premium reserves
are reported as a prepaid reinsurance premiums asset in the accompanying
consolidated balance sheets and as a reduction of unearned premiums in Note 6,
"Reinsurance," in the Notes to Consolidated Financial Statements. Ceding
commissions earned in connection with reinsurance ceded have been accounted for
as a reduction of other insurance (benefit) expense in the consolidated
statements of operations and comprehensive loss.

Some of our reinsurance agreements provide for amount of coverage based on loss
experience referred to as loss corridors and loss ratio caps. We recognize the
asset or liability arising from these adjustable features in the period the
adjustment occurs, which is calculated based on experience to-date under the
agreement.

In the event that all or any of the reinsuring companies might be unable to meet
their obligations under existing reinsurance agreements, we would be liable for
such defaulted amounts. We evaluate and monitor the financial condition
associated with our reinsurers in order to minimize our exposure to significant
losses from reinsurer insolvencies. We obtain reinsurance from a diverse group
of global reinsurers and monitor concentration as well as financial strength
ratings of the reinsurers to minimize counterparty credit risk. For our
reinsurance partners who are not rated, we require adequate levels of collateral
or letters of credit to be available to us in the event of downside scenarios.
To recognize this risk of credit loss, we have established an allowance for
credit losses based on the probability of default and the expected loss given
default as influenced by factors such as the reinsurer's credit rating and
average life of our reinsurance recoverables. Allowance for credit losses was
$0.2 million as of December 31, 2022 and 2021.

Recoverability of Net Deferred Tax Assets



We calculate the tax effects of temporary differences that give rise to deferred
tax assets and deferred tax liabilities in accordance with Accounting Standards
Codification 740, Income Taxes, or ASC 740. The application of ASC 740 requires
a company to evaluate the recoverability of deferred tax assets and to establish
a valuation allowance if necessary to reduce the carrying value of the deferred
tax asset to an amount that is more likely than not to be realized. Considerable
judgment is required in determining whether a valuation allowance is necessary
and, if so, the amount of such valuation allowance. In evaluating the need for a
valuation allowance we consider many factors, including: (1) the nature of the
deferred tax assets and liabilities; (2) whether they are ordinary or capital;
(3) the timing of expected reversal; (4) taxable income in prior carry back
years as well as projected taxable earnings exclusive of reversing temporary
differences and carry forwards; (5) the length of time that carryovers can be
used; (6) unique tax rules that would impact the utilization of the deferred tax
assets; and (7) any tax planning strategies that we would employ to avoid a tax
benefit expiring unused.

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We may be unable to fully use our net operating losses, or NOLs, if at all.
Under Section 382 of the Internal Revenue Code, or the Code, if a corporation
undergoes an "ownership change" (generally defined as a greater than 50% change,
by value, in the corporation's equity ownership by certain shareholders or
groups of shareholders over a rolling three-year period), the corporation's
ability to use its pre-ownership change NOLs to offset its post-ownership change
income may be limited. The limitation may be such that it prevents the Company
from fully utilizing its NOLs existing at the time of the ownership change prior
to their expiration, which could also result in a substantial reduction in the
deferred tax asset. We currently carry a valuation allowance against our entire
net deferred tax asset. As such, any reduction in the deferred tax asset would
also result in an offsetting reduction in the valuation allowance.

We have experienced an ownership change. In connection with this ownership
change, we do not expect that the limitation under Section 382 of the Code will
result in any material reduction in our ability to use pre-ownership change NOLs
in the future nor require a reduction in the associated deferred tax asset (or
adjustment to the valuation allowance). We may still experience additional
ownership changes in the future as a result of subsequent shifts in ownership,
which could result in additional limitations on our NOL usage.

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