Form FR Y-6. Old Line Bancshares, Inc. Bowie, MD. Fiscal Year Ending December 31, 2016

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3 Form FR Y-6 Item 1: Annual Report to Shareholders The bank holding company prepares an annual report for its securities holders and is registered with the SEC. No copies are enclosed. Item 2a: Organizational Chart 62% Incorporated in Maryland Pointer Ridge Office Investment, LLC 62% Managing Member Organized in Maryland 100% Incorporated in Maryland 38% Regal MD Statutory Trust I 100% Organized in Connecticut Regal MD Statutory Trust II 100% Organized in Delaware

4 Item 2b: Domestic Branch Listing Results: A list of branches for your depository institution: OLD LINE BANK (ID_RSSD: ). This depository institution is held by OLD LINE BANCSHARES, INC. ( ) of BOWIE, MD. The data are as of 12/31/2016. Data reflects information that was received and processed through 01/10/2017. Reconciliation and Verification Steps 1. In the Data Action column of each branch row, enter one or more of the actions specified below 2. If required, enter the date in the Effective Date column Actions OK: If the branch information is correct, enter 'OK' in the Data Action column. Change: If the branch information is incorrect or incomplete, revise the data, enter 'Change' in the Data Action column and the date when this information first became valid in the Effective Date column. Close: If a branch listed was sold or closed, enter 'Close' in the Data Action column and the sale or closure date in the Effective Date column. Delete: If a branch listed was never owned by this depository institution, enter 'Delete' in the Data Action column. Add: If a reportable branch is missing, insert a row, add the branch data, and enter 'Add' in the Data Action column and the opening or acquisition date in the Effective Date column. If printing this list, you may need to adjust your page setup in MS Excel. Try using landscape orientation, page scaling, and/or legal sized paper. Submission Procedure When you are finished, send a saved copy to your FRB contact. See the detailed instructions on this site for more information. If you are ing this to your FRB contact, put your institution name, city and state in the subject line of the . Note: To satisfy the FR Y-10 reporting requirements, you must also submit FR Y-10 Domestic Branch Schedules for each branch with a Data Action of Change, Close, Delete, or Add. The FR Y-10 report may be submitted in a hardcopy format or via the FR Y-10 Online application - * FDIC UNINUM, Office Number, and ID_RSSD columns are for reference only. Verification of these values is not required. Data Action Effective Date Branch Service Type Branch ID_RSSD* Popular Name Street Address City State Zip Code County Country FDIC UNINUM* Office Number* Head Office Head Office ID_RSSD* Comments OK Full Service (Head Office) OLD LINE BANK 1525 POINTER RIDGE PLACE BOWIE MD PRINCE GEORGES UNITED STATES OLD LINE BANK OK Full Service ANNAPOLIS BRANCH 2530 RIVA ROAD, SUITE 100 ANNAPOLIS MD ANNE ARUNDEL UNITED STATES OLD LINE BANK OK Full Service BRYANS ROAD BRANCH 7175 INDIAN HEAD HWY BRYANS ROAD MD CHARLES UNITED STATES OLD LINE BANK OK Full Service CALIFORNIA BRANCH THREE NOTCH ROAD CALIFORNIA MD ST MARYS UNITED STATES OLD LINE BANK OK Full Service CALLAWAY BRANCH POINT LOOKOUT ROAD CALLAWAY MD ST MARYS UNITED STATES OLD LINE BANK OK Full Service CLINTON BRANCH 7801 OLD BRANCH AVENUE CLINTON MD PRINCE GEORGES UNITED STATES OLD LINE BANK OK Full Service COLLEGE PARK BRANCH 9658 BALTIMORE AVENUE SUITE 101 COLLEGE PARK MD PRINCE GEORGES UNITED STATES OLD LINE BANK OK Full Service CROFTON BRANCH 1641 MD ROUTE 3 NORTH, #109 CROFTON MD ANNE ARUNDEL UNITED STATES OLD LINE BANK OK Full Service FORT WASHINGTON BRANCH OLD FORT ROAD FORT WASHINGTON MD PRINCE GEORGES UNITED STATES OLD LINE BANK OK Full Service FAIRWOOD BRANCH ANNAPOLIS ROAD, SUITE 1 GLENN DALE MD PRINCE GEORGES UNITED STATES OLD LINE BANK OK Full Service GREENBELT BRANCH 6421 IVY LANE GREENBELT MD PRINCE GEORGES UNITED STATES OLD LINE BANK OK Full Service HUNT VALLEY BRANCH YORK ROAD HUNT VALLEY MD BALTIMORE UNITED STATES Not Required Not Required OLD LINE BANK OK Full Service LA PLATA BRANCH 101 CHARLES STREET SUITE 102 LA PLATA MD CHARLES UNITED STATES OLD LINE BANK OK Full Service MILLERSVILLE BRANCH 676 OLD MILL ROAD MILLERSVILLE MD ANNE ARUNDEL UNITED STATES OLD LINE BANK OK Full Service OWINGS MILLS BRANCH 25 CROSSROADS DRIVE SUITE 10 OWINGS MILLS MD BALTIMORE UNITED STATES Not Required Not Required OLD LINE BANK OK Full Service PRINCE FREDERICK BRANCH 691 PRINCE FREDERICK BOULEVARD PRINCE FREDERICK MD CALVERT UNITED STATES OLD LINE BANK OK Full Service ROCKVILLE PIKE BRANCH 1801 ROCKVILLE PIKE SUITE 100 ROCKVILLE MD MONTGOMERY UNITED STATES Not Required Not Required OLD LINE BANK OK Full Service ROCKVILLE TOWN CENTER BRANCH 196A E. MONTGOMERY AVENUE ROCKVILLE MD MONTGOMERY UNITED STATES Not Required Not Required OLD LINE BANK OK Full Service WALDORF CRAIN HIGHWAY BRANCH 2995 CRAIN HIGHWAY, SUITE 100 WALDORF MD CHARLES UNITED STATES OLD LINE BANK OK Full Service WALDORF ROUTE 5 BRANCH 3135 LEONARDTOWN ROAD WALDORF MD CHARLES UNITED STATES OLD LINE BANK OK Full Service WESTMINSTER BRANCH 1046 BALTIMORE BLVD WESTMINSTER MD CARROLL UNITED STATES Not Required Not Required OLD LINE BANK

5 Form FR Y-6 Item 3: Securities Holders Item 3(1)(a)(b)(c): Current securities holders with ownership, control or holdings of 5% or Item 3(2)(a)(b)(c): Securities holders not isted in 3(1)(a) through 3(1)(c) that had ownership, control more with power to vote as of fiscal year ending December 31, or holdings of 5% or more with power to vote during the fiscal year ending December 31, (1)(a) (1)(b) Country of Citizenship or Incorporation (1)(c) Number & Percentage of Each Class of Voting Securities (1)(a) (1)(b) Country of Citizenship or Incorporation (1)(c) Number & Percentage of Each Class of Voting Securities William J. Harnett USA 1,051, % Common Banc Funds Co. LLC USA 633, % Common Stevensville, MD USA Stock Chicago, IL USA Stock 3, % Options on Common Stock Wellington Management Company, LLP USA 629, % Common Boston, MA USA Stock Endeavour Capital Advisors, Inc. USA 581, % Common Greenwich, CT USA Stock G. Thomas Daugherty USA 546, % Common Lexington Park, MD USA Stock FJ Capital Management, LLC USA 587, % Common 5, % Options on McLean, VA USA Stock Common Stock 1

6 Item 4: Insiders (1) (2) Principal Occupation, if other than with Holdling Company (3)(a) Title & Position with Holding Company (3)(b) Title/Position with Subsidiaries Form FR Y-6 (3)(c) Title & Position with Other Businesses (includes names of other businesses) (4)(a) shares in Holding Conpany (4)(b) shares in Subsidiaries (4)(c) Names of other companies (includes partnerships) if 25% or more of voting securities are held (List names of companies and % of voting securities held) Joseph E. Burnett n/a Executive Vice President EVP/Chief Lending Officer n/a 0.87% n/a n/a Chesapeake Beach, MD USA Craig E. Clark Retired Chairman of the Board Chairman of the Board n/a 1.80% n/a n/a Fredericksburg, VA USA James W. Cornelsen n/a President, CEO and Director President, CEO and Director Maryland Chamber of Commerce - Director 2.96% n/a n/a La Plata, MD USA Greater Prince George's Business Roundtable - Director Greater Washington Board of Trade - Director The Foundation Schools - Director American Bankers Assoc. - Community Bankers Council - Director American Bankers Assoc. - Adminstrative Committee - Director American Bankers Assoc. - Fund for Economic Growth - Director American Bankers Assoc. Payment Solutions - Director Maryland Humanities Council & Exec. Committee - Director FIS Global CEO Strategic Planning Advisory Council - Member G. Thomas Daugherty Retired Director Director D & W, LLC - Managing Member 3.93% n/a D & W, LLC - 50% Lexington Park, MD USA Hickory Hills, Inc. - Vice President Hickory Hills, Inc. - 50% Maryland Capital Corp. - President/Director Maryland Capital Corp. - 50% Mayjack, Inc. - President Mayjack, Inc. - 50% Mayjack, LLC - Managing Member Mayjack, LLC - 50% Mayjack Properties, LLC - Managing Member Mayjack Properties, LLC - 50% The Daugherty, LLC - Managing Member The Daugherty, LLC - 50% Willows Run, LLP - Managing Member Willows Run, LLP - 50% DWR, LLC - Managing Member DWR, LLC - 50% James F. Dent Retired Director Director n/a 0.67% n/a n/a La Plata, MD USA Andre' J. Gingles Attorney Director Director Gingles, LLC - Owner 0.51% n/a Gingles, LLC - 100% Laurel, MD USA The Foundation Schools - Director Thomas H. Graham Consultant Director Director T.H. Graham & Associates, LLC - Principal 0.29% n/a T.H. Graham & Associates, LLC - 100% Upper Marlboro, MD USA Greater Prince George's Business Roundtable - Director Excellence in Education Foundation - Director American Assoc. of Blacks in Energy (AABE) - DC Chapter President Maryland Chamber of Commerce - Chairman William J. Harnett Retired Director Director n/a 9.67% n/a Washington Capital Group, Inc % Stevensville, MD USA Frank Lucente Land Development Vice Chairman Vice Chairman Lucente Enterprises, Inc. - President 1.42% n/a Lucente Enterprises, Inc. - 88% Edgewater, MD USA Chesapeake Custom Homes, LLC - Member Chesapeake Custom Homes, LLC - 45% Diamond Custom Homes, LLC - Member Diamond Custom Homes, LLC % 1

7 Item 4: Insiders (1) (2) Principal Occupation, if other than with Holdling Company (3)(a) Title & Position with Holding Company (3)(b) Title/Position with Subsidiaries Form FR Y-6 (3)(c) Title & Position with Other Businesses (includes names of other businesses) (4)(a) shares in Holding Conpany (4)(b) shares in Subsidiaries (4)(c) Names of other companies (includes partnerships) if 25% or more of voting securities are held (List names of companies and % of voting securities held) Gail D. Manuel Owner/Operator Director Director Trinity Memorial Gardens & Mausoleum - Director 0.44% n/a Trinity Memorial Gardens - 33% Welcome, MD USA Cemetery/Mausoleum Longwood Associates Longwood Associates - 25% D&G Investments D&G Investments - 50% Friendship Pet Memorial Park LLC - Owner Friendship Pet Memorial Park LLC - 100% Carla Hargrove McGill General Contractor Director Director Hargrove Acquisition, Inc. - President 0.13% n/a Hargrove Acquisition, Inc. - 51% Annapolis, MD USA The Foundation Schools - Chairman M. John Miller n/a Executive Vice President EVP/Chief Credit Officer n/a 0.07% n/a n/a Crownsville, MD USA Gregory S. Proctor, Jr. Consultant Director Director G.S. Proctor & Associates, Inc. - President & CEO 0.48% n/a G.S. Proctor & Associates, Inc % Upper Marlboro, MD USA Proctor Group, LLC Managing Member Proctor Group, LLC 100% Proctor Group Two, LLC -Managing Member Proctor Group Two - 100% Proctor Landscaping and Masonry, LLC Member Proctor Landscape and Masonry 40% Ashbox, LLC Member Ashbox, LLC 50% Brandywine Builders, LLC - Member Greater Prince George's Business Roundtable - Director Greater Washington Board of Trade - Director Junior Achievement of Greater Washington - Director United Way of the National Capital Area - Director Bowie State University - Board of Visitors Prince George's Community College Foundation - Director Jeffrey A. Rivest Retired Director Director n/a 0.31% n/a n/a Columbia, MD USA Mark A. Semanie n/a Executive Vice President EVP/Chief Operating Officer n/a 0.19% n/a n/a Bel Air, MD USA Suhas R. Shah CPA Director Director Source One Business Services, LLC - Principal 0.32% n/a Source One Business Services, LLC % Marriottsville, MD USA Regan Schickner Shah Harper LLC - Principal Regan Schickner Shah Harper LLC % John M. Suit, II Retired Director Director n/a 0.62% n/a n/a Annapolis, MD USA Frank E. Taylor Propane Gas Distributor Director Director Taylor Gas Company, Inc. - President 0.16% n/a Taylor Gas Company, Inc. - 51% Leonardtown, MD USA FF&B, LLC - Managing Partner FF&B, LLC - 50% 2