Mr. Jeff Fields reports

CHESSWOOD ANNOUNCES VOTING RESULTS FROM ANNUAL SHAREHOLDERS MEETING

Chesswood Group Ltd. has released the voting results for its 2023 annual shareholders meeting (the 2023 shareholders meeting) held on May 18, 2023. A total of 10,664,957 shares (approximately 55.27 per cent of the 19,295,888 voting shares eligible to be voted at the 2023 shareholders meeting) were represented in person or by proxy.

Each of the nominees listed in the management information circular dated April 3, 2023, were elected as directors of the company at the 2023 shareholders meeting.

Detailed results of the votes cast in respect of the election of the directors are set out in the attached table.

Shareholders also reappointed Ernst & Young LLP as auditor for the ensuing year, with 96.57 per cent of the votes cast in favour.

About Chesswood Group Ltd.

Toronto-based Chesswood Group is a holding company whose subsidiaries engage in the business of specialty finance (including equipment finance throughout North America and vehicle finance in Canada), as well as the origination and management of private credit alternatives for North American investors.