SEC Form 4
FORM 4 UNITED STATES SECURITIES AND EXCHANGE COMMISSION
Washington, D.C. 20549

STATEMENT OF CHANGES IN BENEFICIAL OWNERSHIP

Filed pursuant to Section 16(a) of the Securities Exchange Act of 1934
or Section 30(h) of the Investment Company Act of 1940
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Check this box if no longer subject to Section 16. Form 4 or Form 5 obligations may continue. See Instruction 1(b).
1. Name and Address of Reporting Person*
BONIFAS EDWARD

(Last) (First) (Middle)
37 S. RIVER ST.

(Street)
AURORA IL 60506

(City) (State) (Zip)
2. Issuer Name and Ticker or Trading Symbol
OLD SECOND BANCORP INC [ OSBC ]
5. Relationship of Reporting Person(s) to Issuer
(Check all applicable)
X Director 10% Owner
Officer (give title below) Other (specify below)
3. Date of Earliest Transaction (Month/Day/Year)
05/19/2008
4. If Amendment, Date of 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
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
Old Second Bancorp Inc. Common Stock 05/19/2008 (1) P 100 A $20.42 11,130(2) D
Old Second Bancorp Inc. Common Stock 05/19/2008 (1) P 400 A $20.46 11,530(2) D
Old Second Bancorp Inc. Common Stock 05/19/2008 (1) P 100 A $20.47 11,630(2) D
Old Second Bancorp Inc. Common Stock 05/19/2008 (1) P 100 A $20.49 11,730(2) D
Old Second Bancorp Inc. Common Stock 05/19/2008 (1) P 500 A $20.5 12,230(2) D
Old Second Bancorp Inc. Common Stock 05/19/2008 (1) P 300 A $20.51 12,530(2) D
Old Second Bancorp Inc. Common Stock 05/19/2008 (1) P 400 A $20.52 12,930(2) D
Old Second Bancorp Inc. Common Stock 05/19/2008 (1) P 100 A $20.55 13,030(2) D
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 Securities Underlying Derivative Security (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: 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
Employee Stock Option (Right to Buy $27.75 12/18/2008 12/18/2017 Common Stock 1,500 1,500 D
Employee Stock Option (Right to Buy $29.2 12/19/2007 12/19/2016 Common Stock 1,500 1,500 D
Employee Stock Option (Right to Buy $31.34 12/20/2005 12/21/2015 Common Stock 1,500 1,500 D
Employee Stock Option (Right to Buy $32.59 12/20/2005 12/21/2014 Common Stock 1,500 1,500 D
Explanation of Responses:
1. Does not apply.
2. On 5-19-08, 2,000 shares were purchased in various increments at various prices, included in the overall total are 266 shares held outright and the remaining shares are held in a Schwab account.
/s/ Edward Bonifas 05/19/2008
** Signature of Reporting Person Date
Reminder: Report on a separate line for each class of securities beneficially owned directly or indirectly.
* 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).
Note: File three copies of this Form, one of which must be manually signed. If space is insufficient, see Instruction 6 for procedure.
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