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NEWS
                                                                                                              RELEASE
The Progressive Corporation                                                                                  Company Contact:
6300 Wilson Mills Road                                                                                         Patrick Brennan
Mayfield Village, Ohio 44143                                                                                   (440) 395-2370
http://www.progressive.com

Progressive is scheduled to hold a one-hour conference call to address questions on Wednesday, November 12, 2008, at 9:00 a.m.
eastern time. Registration for the teleconference and webcast is available at http://investors.progressive.com/events.aspx.

                                         PROGRESSIVE REPORTS OCTOBER RESULTS
MAYFIELD VILLAGE, OHIO -- November 11, 2008 -- The Progressive Corporation today reported the following results for
October 2008:
                 (millions, except per share amounts and ratios)             October         October         Change
                                                                               2008            2007
                 Net premiums written                                       $1,259.2        $1,261.0             0%
                 Net premiums earned                                        $1,316.2        $1,319.7             0%
                 Net income                                                  $145.0            $75.5            92%
                     Per share                                                  $.22            $.11           100%
                 Pretax net realized gains (losses) on securities              $88.4            $1.0         8740%
                 Combined ratio                                                 93.2            94.9       (1.7) pts.
                 Average diluted equivalent shares                             671.3           693.8           (3)%



                 (in thousands)                                             October          October         Change
                                                                              2008             2007
                 Policies in Force:
                        Total Personal Auto                                  7,095.4         7,016.0             1%
                        Total Special Lines                                  3,384.0         3,135.1             8%
                        Total Commercial Auto                                  549.9           541.1             2%

Progressive offers insurance to personal and commercial auto drivers throughout the United States. Our Personal Lines Business writes
insurance for private passenger automobiles and recreational vehicles. Our Commercial Auto Business writes primary liability,
physical damage and other auto-related insurance for automobiles and trucks owned by small businesses.

See the “Income Statements” and “Supplemental Information” for further month and year-to-date information and the “Monthly
Commentary” at the end of this release for additional discussion.




                                                                    -1-
THE PROGRESSIVE CORPORATION AND SUBSIDIARIES
                                                       INCOME STATEMENT
                                                             October 2008
                                                 (millions – except per share amounts)
                                                              (unaudited)

                                                          Current
                                                                          Comments on Monthly Results1
                                                          Month


Net premiums written                                      $1,259.2

Revenues:
Net premiums earned                                       $1,316.2
Investment income                                             50.5
Net realized gains (losses) on securities                     88.4        Primarily reflects gains on the sales of common equity
                                                                          securities; there were no other-than-temporary impairment
                                                                          losses recorded in October.
Service revenues                                                1.4
   Total revenues                                           1,456.5
Expenses:
Losses and loss adjustment expenses                            955.9      Includes $7 million, or .5 points, of catastrophic losses related
                                                                          to Hurricanes Gustav and Ike, net of estimated salvage
                                                                          recovery.
                                                              131.0
Policy acquisition costs
Other underwriting expenses                                   139.9
Investment expenses                                              .8
Service expenses                                                1.4
Interest expense                                               11.3
   Total expenses                                           1,240.3

Income before income taxes                                     216.2
Provision for income taxes                                      71.2
Net income                                                    $145.0

COMPUTATION OF EARNINGS PER SHARE
Basic:
Average shares outstanding                                     666.4
    Per share                                                   $.22
Diluted:
Average shares outstanding                                     666.4
Net effect of dilutive stock-based compensation                  4.9
    Total equivalent shares                                    671.3
    Per share                                                   $.22



1
 See the Monthly Commentary at the end of this release for additional discussion. For a description of our reporting and accounting
policies, see Note 1 to our 2007 audited consolidated financial statements included in our 2007 Shareholders’ Report, which can be
found at www.progressive.com/annualreport.


The following table sets forth the investment results for the month:
    Fully taxable equivalent total return:
     Fixed-income securities                         (2.4)%
     Common stocks                                  (17.0)%
     Total portfolio                                 (3.5)%

    Pretax recurring investment book yield             4.7%




                                                                    -2-
THE PROGRESSIVE CORPORATION AND SUBSIDIARIES
                                                            INCOME STATEMENTS
                                                           October 2008 Year-to-Date
                                                       (millions – except per share amounts)
                                                                    (unaudited)


                                                                 Year-to-Date
                                                                                            %
                                                             2008              2007       Change

Net premiums written                                      $11,771.7          $11,949.6      (1)

Revenues:
Net premiums earned                                       $11,533.6          $11,784.5      (2)
Investment income                                              539.1             567.0      (5)
Net realized gains (losses) on securities                  (1,297.4)              76.2     NM
Service revenues                                                13.8              19.3     (28)
   Total revenues                                           10,789.1          12,447.0     (13)
Expenses:
Losses and loss adjustment expenses                         8,428.8            8,373.9       1
Policy acquisition costs                                    1,150.5            1,190.7      (3)
Other underwriting expenses                                 1,295.6            1,298.7       0
Investment expenses                                             7.2               11.4     (37)
Service expenses                                               17.9               16.9       6
Interest expense                                              114.1               85.6      33
   Total expenses                                          11,014.1           10,977.2       0

Income (loss) before income taxes                            (225.0)           1,469.8     NM
Provision (benefit) for income taxes                         (140.7)             447.9     NM
Net income (loss)                                            $(84.3)          $1,021.9     NM

COMPUTATION OF EARNINGS PER SHARE
Basic:
Average shares outstanding                                    668.2             717.1      (7)
    Per share                                                 $(.13)            $1.43      NM
Diluted:
Average shares outstanding                                    668.2             717.1       (7)
Net effect of dilutive stock-based compensation                  6.1              8.3      (27)
    Total equivalent shares                                   674.3             725.4       (7)
    Per share1                                                $(.13)            $1.41      NM

NM = Not Meaningful



1
 Since we reported a net loss for year-to-date October 2008, the calculated diluted earnings per share was antidilutive; therefore, basic
earnings per share is disclosed. For year-to-date 2007, diluted earnings per share is disclosed.



    The following table sets forth the investment results for the year-to-date period:
                                                      2008                     2007
     Fully taxable equivalent total return:
        Fixed-income securities                         (9.3)%                    4.7%
        Common stocks                                  (32.8)%                   11.5%
        Total portfolio                                (12.1)%                    5.8%


     Pretax recurring investment book yield               4.8%                    4.7%




                                                                       -3-
THE PROGRESSIVE CORPORATION AND SUBSIDIARIES
                                       SUPPLEMENTAL INFORMATION
                                                October 2008
                                                ($ in millions)
                                                 (unaudited)

                                                       Current Month
                                                                                Commercial
                                              Personal Lines Business             Auto            Other       Companywide
                                                                                                Businesses1
                                            Agency    Direct      Total          Business                        Total

Net Premiums Written                          $675.1      $427.6    $1,102.7          $154.0           $2.5           $1,259.2
% Growth in NPW                                (2)%          6%          1%           (10)%            NM                  0%
Net Premiums Earned                           $705.5      $440.7    $1,146.2          $167.8           $2.2           $1,316.2
% Growth in NPE                                (2)%          5%          0%            (5)%            NM                  0%

GAAP Ratios
Loss/LAE ratio                                  72.9        70.5        72.0            77.3            NM                72.6
Expense ratio                                   21.3        20.1        20.8            20.9            NM                20.6
Combined ratio                                  94.2        90.6        92.8            98.2            NM                93.2

Actuarial Adjustments2
Reserve Decrease/(Increase)
 Prior accident years                                                                                                   $(3.9)
 Current accident year                                                                                                   (7.3)
 Calendar year actuarial adjustment           $(3.7)       $(3.9)      $(7.6)          $(3.6)            $0            $(11.2)

Prior Accident Years Development
Favorable/(Unfavorable)
  Actuarial adjustment                                                                                                   $(3.9)
  All other development                                                                                                     3.1
  Total development                                                                                                       $(.8)

Calendar year loss/LAE ratio                                                                                              72.6
Accident year loss/LAE ratio                                                                                              72.5

Statutory Ratios
Loss/LAE ratio                                                                                                            72.7
Expense ratio                                                                                                             20.8
Combined ratio                                                                                                            93.5



1
  Primarily includes professional liability insurance for community banks and Progressive’s run-off businesses. The other
businesses generated an underwriting profit of $4.3 million for the month, primarily due to the run-off businesses. Combined
ratios and % growth are not meaningful (NM) due to the low level of premiums earned by, and the variability of losses in, such
businesses.
2
  Represents adjustments solely based on our corporate actuarial reviews.




                                                              -4-
THE PROGRESSIVE CORPORATION AND SUBSIDIARIES
                                       SUPPLEMENTAL INFORMATION
                                           October 2008 Year-to-Date
                                             ($ in millions) (unaudited)
                                                    Year-to-Date
                                                                         Commercial
                                         Personal Lines Business           Auto       Other                        Companywide
                                                                                    Businesses1
                                      Agency       Direct       Total     Business                                    Total

Net Premiums Written                       $6,336.7      $3,916.9    $10,253.6         $1,500.4           $17.7         $11,771.7
% Growth in NPW                               (3)%            4%         (1)%              (7)%            NM                (1)%
Net Premiums Earned                        $6,240.0      $3,776.9    $10,016.9         $1,498.9           $17.8         $11,533.6
% Growth in NPE                               (4)%            2%         (2)%              (4)%            NM                (2)%

GAAP Ratios
Loss/LAE ratio                                  73.4         72.5          73.1            73.5             NM               73.1
Expense ratio                                   21.4         20.8          21.1            21.4             NM               21.2
Combined ratio                                  94.8         93.3          94.2            94.9             NM               94.3

Actuarial Adjustments2
Reserve Decrease/(Increase)
 Prior accident years                                                                                                     $(41.1)
 Current accident year                                                                                                      (1.9)
 Calendar year actuarial adjustment          $(10.1)      $(12.7)       $(22.8)          $(20.4)             $.2          $(43.0)

Prior Accident Years Development
Favorable/(Unfavorable)
 Actuarial adjustment                                                                                                     $(41.1)
 All other development                                                                                                        8.4
 Total development                                                                                                        $(32.7)

Calendar year loss/LAE ratio                                                                                                 73.1
Accident year loss/LAE ratio                                                                                                 72.8

Statutory Ratios
Loss/LAE ratio                                                                                                               73.1
Expense ratio                                                                                                                21.0
Combined ratio                                                                                                               94.1

Statutory Surplus3                                                                                                       $4,546.5

NM = Not Meaningful

                                                         October       October
                                                           2008          2007           Change
Policies in Force
   (in thousands)
         Agency – Auto                                    4,311.3      4,436.0             (3)%
         Direct – Auto                                    2,784.1      2,580.0               8%
         Special Lines4                                   3,384.0      3,135.1               8%
    Total Personal Lines Business                        10,479.4     10,151.1               3%
    Commercial Auto Business                                549.9        541.1               2%

1
  The other businesses generated an underwriting profit of $5.3 million.
2
  Represents adjustments solely based on our corporate actuarial reviews.
3
  During October, the insurance subsidiaries declared and paid $41.3 million in distributions to the parent company.
4
 Includes insurance for motorcycles, recreational vehicles, mobile homes, watercraft, snowmobiles and similar items, as well as a
personal umbrella product.


                                                               -5-
THE PROGRESSIVE CORPORATION AND SUBSIDIARIES
                                         BALANCE SHEET AND OTHER INFORMATION
                                                       (millions – except per share amounts)
                                                                    (unaudited)


                                                                                                October
                                                                                                   2008
CONDENSED GAAP BALANCE SHEET:1
 Investments – Available-for-sale, at fair value:
   Fixed maturities (amortized cost: $10,398.2)                                                 $9,895.4
   Equity securities:
        Preferred stocks2 (cost: $1,319.5)                                                       1,229.2
        Common equities (cost: $619.8)                                                             780.0
   Short-term investments (amortized cost: $837.8)                                                 837.8
            Total investments3                                                                  12,742.4
 Net premiums receivable                                                                         2,550.2
 Deferred acquisition costs                                                                        441.1
 Other assets                                                                                    2,525.0
                Total assets                                                                   $18,258.7

    Unearned premiums                                                                           $4,442.4
    Loss and loss adjustment expense reserves                                                    6,104.1
    Other liabilities3                                                                           1,532.0
    Debt                                                                                         2,175.2
    Shareholders’ equity                                                                         4,005.0
                    Total liabilities and shareholders’ equity                                 $18,258.7



    Common Shares outstanding                                                                       675.6
    Shares repurchased – October                                                                        0
        Average cost per share                                                                         $0
    Book value per share                                                                            $5.93
    Trailing 12-month return on average shareholders’ equity                                        1.6%
    Net unrealized pretax gains (losses) on investments                                          $(400.1)
        Increase (decrease) from September 2008                                                  $(621.4)
        Increase (decrease) from December 2007                                                 $(1,115.5)
    Debt-to-total capital ratio                                                                    35.2%
    Fixed-income portfolio duration                                                             3.2 years
    Weighted average credit quality                                                                   AA
    Year-to-date Gainshare factor4                                                                    .78


1
 Loss and loss adjustment expense reserves are stated gross of reinsurance recoverables on unpaid
losses of $249.0 million.
2
 As of October 31, 2008, we held certain hybrid securities and recognized a change in fair value of
$32.8 million as a realized loss during the period we held these securities.
3
    Includes $61.6 million of net unsettled security transactions.
4
  Based on results as of October 31, 2008, no dividend would be payable for 2008 under our variable
dividend policy since comprehensive income (which includes net investment income, as well as both
realized gains and losses in securities and the change in unrealized gains and losses during the period)
is less than after-tax underwriting income.




                                                                  -6-
Monthly Commentary
    •   During October, our net unrealized losses increased $621.4 million, on a pretax basis, primarily in our fixed-
        maturity securities (mainly in the redeemable preferred stocks, commercial mortgage-backed securities, municipal
        bonds and corporate debt securities) and common stocks (which reflects both valuation declines and realized net
        gains).



About Progressive

The Progressive Group of Insurance Companies, in business since 1937, is one of the country’s largest auto insurance
groups, the largest seller of motorcycle and personal watercraft policies, and a market leader in commercial auto insurance
based on premiums written.

Progressive is committed to becoming consumers’ #1 choice for auto insurance by providing competitive rates and
innovative products and services that meet drivers’ needs throughout their lifetimes, including superior online and in-person
customer service, and best-in-class, 24-hour claims service, such as its concierge level of claims service available at service
centers located in major metropolitan areas throughout the United States.

Progressive companies offer consumers choices in how to shop for, buy and manage their auto insurance policies.
Progressive offers its products, including personal and commercial auto, motorcycle, boat and recreational vehicle
insurance, through more than 30,000 independent insurance agencies throughout the U.S. and online and by phone directly
from the Company. Private passenger auto products and prices are different when purchased directly from Progressive or
through independent agencies. To find an agent or to get a quote, go to http://www.progressive.com.

The Common Shares of The Progressive Corporation, the Mayfield Village, Ohio-based holding company, are publicly
traded at NYSE:PGR. For more information, including a guide to interpreting the monthly reporting package, visit
http://www.progressive.com.



Safe Harbor Statement Under the Private Securities Litigation Reform Act of 1995: Statements in this release that are not
historical fact are forward-looking statements that are subject to certain risks and uncertainties that could cause actual
events and results to differ materially from those discussed herein. These risks and uncertainties include, without
limitation, uncertainties related to estimates, assumptions and projections generally; inflation and changes in economic
conditions (including changes in interest rates and financial markets); the financial condition of, and other issues relating
to the strength of and liquidity available to, issuers of securities held in our investment portfolios and other companies with
which we have ongoing business relationships, including counterparties to certain financial transactions; the accuracy and
adequacy of our pricing and loss reserving methodologies; the competitiveness of our pricing and the effectiveness of our
initiatives to retain more customers; initiatives by competitors and the effectiveness of our response; our ability to obtain
regulatory approval for requested rate changes and the timing thereof; the effectiveness of our brand strategy and
advertising campaigns relative to those of competitors; legislative and regulatory developments; disputes relating to
intellectual property rights; the outcome of litigation pending or that may be filed against us; weather conditions (including
the severity and frequency of storms, hurricanes, snowfalls, hail and winter conditions); changes in driving patterns and
loss trends; acts of war and terrorist activities; our ability to maintain the uninterrupted operation of our facilities, systems
(including information technology systems) and business functions; court decisions and trends in litigation and health care
and auto repair costs; and other matters described from time to time in our releases and publications, and in our periodic
reports and other documents filed with the United States Securities and Exchange Commission. In addition, investors
should be aware that generally accepted accounting principles prescribe when a company may reserve for particular risks,
including litigation exposures. Accordingly, results for a given reporting period could be significantly affected if and when
a reserve is established for one or more contingencies. Also, our regular reserve reviews may result in adjustments of
varying magnitude as additional information regarding pending loss and loss adjustment expense reserves becomes known.
Reported results, therefore, may be volatile in certain accounting periods.



                                                              -7-

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progressive mreport-10/08

  • 1. NEWS RELEASE The Progressive Corporation Company Contact: 6300 Wilson Mills Road Patrick Brennan Mayfield Village, Ohio 44143 (440) 395-2370 http://www.progressive.com Progressive is scheduled to hold a one-hour conference call to address questions on Wednesday, November 12, 2008, at 9:00 a.m. eastern time. Registration for the teleconference and webcast is available at http://investors.progressive.com/events.aspx. PROGRESSIVE REPORTS OCTOBER RESULTS MAYFIELD VILLAGE, OHIO -- November 11, 2008 -- The Progressive Corporation today reported the following results for October 2008: (millions, except per share amounts and ratios) October October Change 2008 2007 Net premiums written $1,259.2 $1,261.0 0% Net premiums earned $1,316.2 $1,319.7 0% Net income $145.0 $75.5 92% Per share $.22 $.11 100% Pretax net realized gains (losses) on securities $88.4 $1.0 8740% Combined ratio 93.2 94.9 (1.7) pts. Average diluted equivalent shares 671.3 693.8 (3)% (in thousands) October October Change 2008 2007 Policies in Force: Total Personal Auto 7,095.4 7,016.0 1% Total Special Lines 3,384.0 3,135.1 8% Total Commercial Auto 549.9 541.1 2% Progressive offers insurance to personal and commercial auto drivers throughout the United States. Our Personal Lines Business writes insurance for private passenger automobiles and recreational vehicles. Our Commercial Auto Business writes primary liability, physical damage and other auto-related insurance for automobiles and trucks owned by small businesses. See the “Income Statements” and “Supplemental Information” for further month and year-to-date information and the “Monthly Commentary” at the end of this release for additional discussion. -1-
  • 2. THE PROGRESSIVE CORPORATION AND SUBSIDIARIES INCOME STATEMENT October 2008 (millions – except per share amounts) (unaudited) Current Comments on Monthly Results1 Month Net premiums written $1,259.2 Revenues: Net premiums earned $1,316.2 Investment income 50.5 Net realized gains (losses) on securities 88.4 Primarily reflects gains on the sales of common equity securities; there were no other-than-temporary impairment losses recorded in October. Service revenues 1.4 Total revenues 1,456.5 Expenses: Losses and loss adjustment expenses 955.9 Includes $7 million, or .5 points, of catastrophic losses related to Hurricanes Gustav and Ike, net of estimated salvage recovery. 131.0 Policy acquisition costs Other underwriting expenses 139.9 Investment expenses .8 Service expenses 1.4 Interest expense 11.3 Total expenses 1,240.3 Income before income taxes 216.2 Provision for income taxes 71.2 Net income $145.0 COMPUTATION OF EARNINGS PER SHARE Basic: Average shares outstanding 666.4 Per share $.22 Diluted: Average shares outstanding 666.4 Net effect of dilutive stock-based compensation 4.9 Total equivalent shares 671.3 Per share $.22 1 See the Monthly Commentary at the end of this release for additional discussion. For a description of our reporting and accounting policies, see Note 1 to our 2007 audited consolidated financial statements included in our 2007 Shareholders’ Report, which can be found at www.progressive.com/annualreport. The following table sets forth the investment results for the month: Fully taxable equivalent total return: Fixed-income securities (2.4)% Common stocks (17.0)% Total portfolio (3.5)% Pretax recurring investment book yield 4.7% -2-
  • 3. THE PROGRESSIVE CORPORATION AND SUBSIDIARIES INCOME STATEMENTS October 2008 Year-to-Date (millions – except per share amounts) (unaudited) Year-to-Date % 2008 2007 Change Net premiums written $11,771.7 $11,949.6 (1) Revenues: Net premiums earned $11,533.6 $11,784.5 (2) Investment income 539.1 567.0 (5) Net realized gains (losses) on securities (1,297.4) 76.2 NM Service revenues 13.8 19.3 (28) Total revenues 10,789.1 12,447.0 (13) Expenses: Losses and loss adjustment expenses 8,428.8 8,373.9 1 Policy acquisition costs 1,150.5 1,190.7 (3) Other underwriting expenses 1,295.6 1,298.7 0 Investment expenses 7.2 11.4 (37) Service expenses 17.9 16.9 6 Interest expense 114.1 85.6 33 Total expenses 11,014.1 10,977.2 0 Income (loss) before income taxes (225.0) 1,469.8 NM Provision (benefit) for income taxes (140.7) 447.9 NM Net income (loss) $(84.3) $1,021.9 NM COMPUTATION OF EARNINGS PER SHARE Basic: Average shares outstanding 668.2 717.1 (7) Per share $(.13) $1.43 NM Diluted: Average shares outstanding 668.2 717.1 (7) Net effect of dilutive stock-based compensation 6.1 8.3 (27) Total equivalent shares 674.3 725.4 (7) Per share1 $(.13) $1.41 NM NM = Not Meaningful 1 Since we reported a net loss for year-to-date October 2008, the calculated diluted earnings per share was antidilutive; therefore, basic earnings per share is disclosed. For year-to-date 2007, diluted earnings per share is disclosed. The following table sets forth the investment results for the year-to-date period: 2008 2007 Fully taxable equivalent total return: Fixed-income securities (9.3)% 4.7% Common stocks (32.8)% 11.5% Total portfolio (12.1)% 5.8% Pretax recurring investment book yield 4.8% 4.7% -3-
  • 4. THE PROGRESSIVE CORPORATION AND SUBSIDIARIES SUPPLEMENTAL INFORMATION October 2008 ($ in millions) (unaudited) Current Month Commercial Personal Lines Business Auto Other Companywide Businesses1 Agency Direct Total Business Total Net Premiums Written $675.1 $427.6 $1,102.7 $154.0 $2.5 $1,259.2 % Growth in NPW (2)% 6% 1% (10)% NM 0% Net Premiums Earned $705.5 $440.7 $1,146.2 $167.8 $2.2 $1,316.2 % Growth in NPE (2)% 5% 0% (5)% NM 0% GAAP Ratios Loss/LAE ratio 72.9 70.5 72.0 77.3 NM 72.6 Expense ratio 21.3 20.1 20.8 20.9 NM 20.6 Combined ratio 94.2 90.6 92.8 98.2 NM 93.2 Actuarial Adjustments2 Reserve Decrease/(Increase) Prior accident years $(3.9) Current accident year (7.3) Calendar year actuarial adjustment $(3.7) $(3.9) $(7.6) $(3.6) $0 $(11.2) Prior Accident Years Development Favorable/(Unfavorable) Actuarial adjustment $(3.9) All other development 3.1 Total development $(.8) Calendar year loss/LAE ratio 72.6 Accident year loss/LAE ratio 72.5 Statutory Ratios Loss/LAE ratio 72.7 Expense ratio 20.8 Combined ratio 93.5 1 Primarily includes professional liability insurance for community banks and Progressive’s run-off businesses. The other businesses generated an underwriting profit of $4.3 million for the month, primarily due to the run-off businesses. Combined ratios and % growth are not meaningful (NM) due to the low level of premiums earned by, and the variability of losses in, such businesses. 2 Represents adjustments solely based on our corporate actuarial reviews. -4-
  • 5. THE PROGRESSIVE CORPORATION AND SUBSIDIARIES SUPPLEMENTAL INFORMATION October 2008 Year-to-Date ($ in millions) (unaudited) Year-to-Date Commercial Personal Lines Business Auto Other Companywide Businesses1 Agency Direct Total Business Total Net Premiums Written $6,336.7 $3,916.9 $10,253.6 $1,500.4 $17.7 $11,771.7 % Growth in NPW (3)% 4% (1)% (7)% NM (1)% Net Premiums Earned $6,240.0 $3,776.9 $10,016.9 $1,498.9 $17.8 $11,533.6 % Growth in NPE (4)% 2% (2)% (4)% NM (2)% GAAP Ratios Loss/LAE ratio 73.4 72.5 73.1 73.5 NM 73.1 Expense ratio 21.4 20.8 21.1 21.4 NM 21.2 Combined ratio 94.8 93.3 94.2 94.9 NM 94.3 Actuarial Adjustments2 Reserve Decrease/(Increase) Prior accident years $(41.1) Current accident year (1.9) Calendar year actuarial adjustment $(10.1) $(12.7) $(22.8) $(20.4) $.2 $(43.0) Prior Accident Years Development Favorable/(Unfavorable) Actuarial adjustment $(41.1) All other development 8.4 Total development $(32.7) Calendar year loss/LAE ratio 73.1 Accident year loss/LAE ratio 72.8 Statutory Ratios Loss/LAE ratio 73.1 Expense ratio 21.0 Combined ratio 94.1 Statutory Surplus3 $4,546.5 NM = Not Meaningful October October 2008 2007 Change Policies in Force (in thousands) Agency – Auto 4,311.3 4,436.0 (3)% Direct – Auto 2,784.1 2,580.0 8% Special Lines4 3,384.0 3,135.1 8% Total Personal Lines Business 10,479.4 10,151.1 3% Commercial Auto Business 549.9 541.1 2% 1 The other businesses generated an underwriting profit of $5.3 million. 2 Represents adjustments solely based on our corporate actuarial reviews. 3 During October, the insurance subsidiaries declared and paid $41.3 million in distributions to the parent company. 4 Includes insurance for motorcycles, recreational vehicles, mobile homes, watercraft, snowmobiles and similar items, as well as a personal umbrella product. -5-
  • 6. THE PROGRESSIVE CORPORATION AND SUBSIDIARIES BALANCE SHEET AND OTHER INFORMATION (millions – except per share amounts) (unaudited) October 2008 CONDENSED GAAP BALANCE SHEET:1 Investments – Available-for-sale, at fair value: Fixed maturities (amortized cost: $10,398.2) $9,895.4 Equity securities: Preferred stocks2 (cost: $1,319.5) 1,229.2 Common equities (cost: $619.8) 780.0 Short-term investments (amortized cost: $837.8) 837.8 Total investments3 12,742.4 Net premiums receivable 2,550.2 Deferred acquisition costs 441.1 Other assets 2,525.0 Total assets $18,258.7 Unearned premiums $4,442.4 Loss and loss adjustment expense reserves 6,104.1 Other liabilities3 1,532.0 Debt 2,175.2 Shareholders’ equity 4,005.0 Total liabilities and shareholders’ equity $18,258.7 Common Shares outstanding 675.6 Shares repurchased – October 0 Average cost per share $0 Book value per share $5.93 Trailing 12-month return on average shareholders’ equity 1.6% Net unrealized pretax gains (losses) on investments $(400.1) Increase (decrease) from September 2008 $(621.4) Increase (decrease) from December 2007 $(1,115.5) Debt-to-total capital ratio 35.2% Fixed-income portfolio duration 3.2 years Weighted average credit quality AA Year-to-date Gainshare factor4 .78 1 Loss and loss adjustment expense reserves are stated gross of reinsurance recoverables on unpaid losses of $249.0 million. 2 As of October 31, 2008, we held certain hybrid securities and recognized a change in fair value of $32.8 million as a realized loss during the period we held these securities. 3 Includes $61.6 million of net unsettled security transactions. 4 Based on results as of October 31, 2008, no dividend would be payable for 2008 under our variable dividend policy since comprehensive income (which includes net investment income, as well as both realized gains and losses in securities and the change in unrealized gains and losses during the period) is less than after-tax underwriting income. -6-
  • 7. Monthly Commentary • During October, our net unrealized losses increased $621.4 million, on a pretax basis, primarily in our fixed- maturity securities (mainly in the redeemable preferred stocks, commercial mortgage-backed securities, municipal bonds and corporate debt securities) and common stocks (which reflects both valuation declines and realized net gains). About Progressive The Progressive Group of Insurance Companies, in business since 1937, is one of the country’s largest auto insurance groups, the largest seller of motorcycle and personal watercraft policies, and a market leader in commercial auto insurance based on premiums written. Progressive is committed to becoming consumers’ #1 choice for auto insurance by providing competitive rates and innovative products and services that meet drivers’ needs throughout their lifetimes, including superior online and in-person customer service, and best-in-class, 24-hour claims service, such as its concierge level of claims service available at service centers located in major metropolitan areas throughout the United States. Progressive companies offer consumers choices in how to shop for, buy and manage their auto insurance policies. Progressive offers its products, including personal and commercial auto, motorcycle, boat and recreational vehicle insurance, through more than 30,000 independent insurance agencies throughout the U.S. and online and by phone directly from the Company. Private passenger auto products and prices are different when purchased directly from Progressive or through independent agencies. To find an agent or to get a quote, go to http://www.progressive.com. The Common Shares of The Progressive Corporation, the Mayfield Village, Ohio-based holding company, are publicly traded at NYSE:PGR. For more information, including a guide to interpreting the monthly reporting package, visit http://www.progressive.com. Safe Harbor Statement Under the Private Securities Litigation Reform Act of 1995: Statements in this release that are not historical fact are forward-looking statements that are subject to certain risks and uncertainties that could cause actual events and results to differ materially from those discussed herein. These risks and uncertainties include, without limitation, uncertainties related to estimates, assumptions and projections generally; inflation and changes in economic conditions (including changes in interest rates and financial markets); the financial condition of, and other issues relating to the strength of and liquidity available to, issuers of securities held in our investment portfolios and other companies with which we have ongoing business relationships, including counterparties to certain financial transactions; the accuracy and adequacy of our pricing and loss reserving methodologies; the competitiveness of our pricing and the effectiveness of our initiatives to retain more customers; initiatives by competitors and the effectiveness of our response; our ability to obtain regulatory approval for requested rate changes and the timing thereof; the effectiveness of our brand strategy and advertising campaigns relative to those of competitors; legislative and regulatory developments; disputes relating to intellectual property rights; the outcome of litigation pending or that may be filed against us; weather conditions (including the severity and frequency of storms, hurricanes, snowfalls, hail and winter conditions); changes in driving patterns and loss trends; acts of war and terrorist activities; our ability to maintain the uninterrupted operation of our facilities, systems (including information technology systems) and business functions; court decisions and trends in litigation and health care and auto repair costs; and other matters described from time to time in our releases and publications, and in our periodic reports and other documents filed with the United States Securities and Exchange Commission. In addition, investors should be aware that generally accepted accounting principles prescribe when a company may reserve for particular risks, including litigation exposures. Accordingly, results for a given reporting period could be significantly affected if and when a reserve is established for one or more contingencies. Also, our regular reserve reviews may result in adjustments of varying magnitude as additional information regarding pending loss and loss adjustment expense reserves becomes known. Reported results, therefore, may be volatile in certain accounting periods. -7-