FORM 4 Check this box if no longer subject to Section 16. Form 4 or Form 5 obligations may continue. See Instruction 1(b).

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 STATEMENT OF CHANGES IN BENEFICIAL OWNERSHIP OF SECURITIES Filed pursuant to Section 16(a) of the Securities Exchange Act of 1934, Section 17(a) of the Public Utility Holding Company Act of 1935 or Section 30(h) of the Investment Company Act of 1940

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(Print or Type Responses)

1. Name and Address of Reporting Person * MATTHEWS NORMAN S   2. Issuer Name and Ticker or Trading Symbol PROGRESSIVE CORP/OH/ [PGR] 5. Relationship of Reporting Person(s) to Issuer (Check all applicable) __X__ Director _____ 10% Owner _____ Officer (give title below) _____ Other (specify below) (Last) (First) (Middle) 6300 WILSON MILLS ROAD 3. Date of Earliest Transaction (Month/Day/Year) 06/17/2008 (Street) MAYFIELD VILLAGE, OH 44143 4. If Amendment, Date Original Filed(Month/Day/Year) 6. Individual or Joint/Group Filing(Check Applicable Line) _X_ Form filed by One Reporting Person ___ Form filed by More than One Reporting Person (City) (State) (Zip) Table I - Non-Derivative Securities Acquired, Disposed of, or Beneficially Owned

1.Title of Security (Instr. 3) 2. Transaction Date (Month/Day/Year) 2A. Deemed Execution Date, if any (Month/Day/Year) 3. Transaction Code (Instr. 8) 4. Securities Acquired (A) or Disposed of (D) (Instr. 3, 4 and 5) 5. Amount of Securities Beneficially Owned Following Reported Transaction(s) (Instr. 3 and 4) 6. Ownership Form: Direct (D) or Indirect (I) (Instr. 4) 7. Nature of Indirect Beneficial Ownership (Instr. 4) Code V Amount (A) or (D) Price Common 06/17/2008   M   16,844 A $ 10.483 208,817 D   Common 06/17/2008   M   35,045 A $ 4.7456 243,862 D   Common 06/17/2008   S   1,400 D $ 20.92 242,462 D   Common 06/17/2008   S   2,344 D $ 20.9201 240,118 D   Common 06/17/2008   S   8,500 D $ 20.925 231,618 D   Common 06/17/2008   S   2,000 D $ 20.93 229,618 D   Common 06/17/2008   S   1,000 D $ 20.9301 228,618 D   Common 06/17/2008   S   8,100 D $ 20.94 220,518 D   Common 06/17/2008   S   1,900 D $ 20.9401 218,618 D   Common 06/17/2008   S   7,600 D $ 20.95 211,018 D   Common 06/17/2008   S   1,900 D $ 20.9501 209,118 D   Common 06/17/2008   S   200 D $ 20.9502 208,918 D   Common 06/17/2008   S   200 D $ 20.9503 208,718 D   Common 06/17/2008   S   400 D $ 20.89 208,318 D   Common 06/17/2008   S   400 D $ 20.895 207,918 D   Common 06/17/2008   S   100 D $ 20.899 207,818 D   Common 06/17/2008   S   600 D $ 20.9 207,218 D   Common 06/17/2008   S   600 D $ 20.905 206,618 D   Common 06/17/2008   S   1,300 D $ 20.91 205,318 D   Common 06/17/2008   S   1,000 D $ 20.915 204,318 D   Common 06/17/2008   S   1,000 D $ 20.935 203,318 D   Common 06/17/2008   S   1,200 D $ 20.937 202,118 D   Common 06/17/2008   S   100 D $ 20.939 202,018 D   Common 06/17/2008   S   1,300 D $ 20.945 200,718 D   Common 06/17/2008   S   1,700 D $ 20.955 199,018 D   Common 06/17/2008   S   100 D $ 20.96 198,918 D   Common 06/17/2008   S   100 D $ 20.9701 198,818 D   Common               6,000 I IRA

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Table II - Derivative Securities Acquired, Disposed of, or Beneficially Owned
(e.g., puts, calls, warrants, options, convertible securities)

1. Title of Derivative Security (Instr. 3)

2. Conversion or Exercise Price of Derivative Security

3. Transaction Date (Month/Day/Year)

3A. Deemed Execution Date, if any (Month/Day/Year)

4. Transaction Code (Instr. 8)

5. Number of Derivative Securities Acquired (A) or Disposed of (D) (Instr. 3, 4, and 5)

6. Date Exercisable and Expiration Date (Month/Day/Year)

7. Title and Amount of Underlying Securities (Instr. 3 and 4)

8. Price of Derivative Security (Instr. 5)

9. Number of Derivative Securities Beneficially Owned Following Reported Transaction(s) (Instr. 4)

10. Ownership Form of Derivative Security: Direct (D) or Indirect (I) (Instr. 4)

11. Nature of Indirect Beneficial Ownership (Instr. 4)

Code

V

(A)

(D)

Date Exercisable

Expiration Date

Title

Amount or Number of Shares

1999 Director Option

$ 10.483

06/17/2008

M

16,844

10/24/1999

04/23/2009

Common

16,844

$ 0

0

D

2000 Director Option

$ 4.7456

06/17/2008

M

35,045

10/22/2000

04/21/2010

Common

35,045

$ 0

0

D

Reporting Owners

Reporting Owner Name / Address	Relationships
	Director	10% Owner	Officer	Other
MATTHEWS NORMAN S 6300 WILSON MILLS ROAD MAYFIELD VILLAGE, OH 44143	X

Signatures

David M. Coffey, by Power of Attorney		06/19/2008
**Signature of Reporting Person		Date

Explanation of Responses:

*	If the form is filed by more than one reporting person, see Instruction 4(b)(v).
**	Intentional misstatements or omissions of facts constitute Federal Criminal Violations. See 18 U.S.C. 1001 and 15 U.S.C. 78ff(a).

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