Form of Proxy

To appoint PricewaterhouseCoopers Ltd. as the independent auditor of the Bank for the year ending December 31, 2026, and to authorize the Board of Directors of the Bank, acting through the Audit Committee, to set PricewaterhouseCoopers remuneration.

Election of Director to hold office until the close of the 2027 Annual General Meeting: Michael Weld Collins

Election of Director to hold office until the close of the 2027 Annual General Meeting: Alastair Barbour

Election of Director to hold office until the close of the 2027 Annual General Meeting: Stephen E. Cummings

Election of Director to hold office until the close of the 2027 Annual General Meeting: Andrew Henton

Election of Director to hold office until the close of the 2027 Annual General Meeting: Mark T. Lynch

Election of Director to hold office until the close of the 2027 Annual General Meeting: Meroe Park

Election of Director to hold office until the close of the 2027 Annual General Meeting: Ingrid Pierce

Election of Director to hold office until the close of the 2027 Annual General Meeting: Jana R. Schreuder

Election of Director to hold office until the close of the 2027 Annual General Meeting: Michael Schrum

To generally and unconditionally authorize the Butterfield Board of Directors to dispose of or transfer all or any treasury shares, and to allot, issue or grant (i) shares; (ii) securities convertible into shares; or (iii) options, warrants or similar rights to subscribe for any shares or such convertible securities, ...(due to space limits, see proxy material for full proposal).

To approve the issuance of Butterfield shares to holders of CIBC Caribbean Bank Limited common stock pursuant to the Share Purchase Agreement, dated as of May 27, 2026, by and among Butterfield, Canadian Imperial Bank of Commerce, and CIBC Investments (Cayman) Limited and the takeover transactions to be undertaken in connection therewith for purposes of complying with NYSE Listing Rule 312.03 and paragraph 6.21 of Section IIA of the BSX Listing Regulations....(due to space limits, see proxy material for full proposal).

To adjourn or postpone the meeting, if necessary or appropriate, to solicit additional proxies if, immediately prior to such adjournment or postponement, there are not sufficient votes to approve Proposal 4 or to ensure that any supplement or amendment to the proxy statement is timely provided to Butterfield shareholders.