TORONTO, ONTARIO -- (Marketwired) -- 10/20/14

Chesswood Group Limited (TSX:CHW) announced today a cash dividend of $0.065 per share for the month of October. The dividend will be payable to shareholders of record at the close of business on October 31, 2014 and will be paid on November 17, 2014.

Chesswood Group Limited has designated its dividends as eligible dividends for the purposes of the Income Tax Act (Canada).

About Chesswood Group Limited

Chesswood Group Limited is a financial services company with operating businesses in both Canada and the U.S.

To learn more about Chesswood Group Limited, visit www.ChesswoodGroup.com. The separate websites of Chesswood Group Limited's operating businesses are at www.PawneeLeasing.com, www.WindsetCapital.com, www.nstarleasing.com, www.CaseFunding.com, and www.AcuraSherway.com.

This press release contains forward-looking statements that involve a number of risks and uncertainties because they relate to events and depend on circumstances that will occur in the future. Many factors could cause actual results and developments to differ materially from those expressed or implied by these forward-looking statements.

NO STOCK EXCHANGE, SECURITIES COMMISSION OR OTHER REGULATORY AUTHORITY HAS APPROVED OR DISAPPROVED THE INFORMATION CONTAINED HEREIN.

Contacts:
Chesswood Group Limited
Barry Shafran
416-386-3099
bshafran@chesswoodgroup.com
www.ChesswoodGroup.com