Generations Bancorp NY, Inc. Announces Planned Retirement of Kenneth Winn

Generations Bancorp NY, Inc. Announces Planned Retirement of Kenneth Winn, SVP of Credit Administration

Seneca Falls, New York; August 20, 2021: Generations Bancorp NY, Inc.
(Nasdaq: GBNY), the holding company for Generations Bank, announced today that
Senior Vice President of Credit Administration, Kenneth Winn, will be retiring
effective January 1, 2022.

Mr. Winn joined Generations in 2017, during his tenure with the Bank, he had
responsibility for all of the Bank’s lending programs, credit administration and loan
servicing functions. Winn led many key initiatives for increased performance,
resulting in a $70.7 million increase in total loans from December 31, 2017 through
June 30, 2021. In addition he revised and modernized Generations’ lending
standards, processes and policies, and oversaw enhanced loan reporting and
analysis.

“Ken Winn has made a tremendous contribution to Generations during his time
here” remarked Menzo Case, President and CEO of Generations “his knowledge and
professionalism have helped the Bank grow and prosper over these past four and a
half years. All of us here wish Ken and his family nothing but the best in
retirement.”

Most recently Mr. Winn was instrumental in the Bank’s COVID-19 response
including the roll-out of community hardship loans and Generations’ participation in
the Paycheck Protection Program (PPP) emergency response for small businesses.
Winn brought more than 30 years of experience to his role at Generations,
including a tenure in a similar position at other institutions in Upstate New York.

“I want to thank Generations for the opportunities I have had here” said Mr. Winn,
“I have been fortunate to work with a great team and I wish them much success
moving forward. I am grateful to have had a long and fruitful career and the time
is right for me to move on and enjoy more time with my wife and family.”

No replacement for Mr. Winn has been named at this time

Disclosures Concerning Forward-Looking Statements
This press release contains certain forward-looking statements. Forward-looking
statements include statements regarding anticipated future events and can be
identified by the fact that they do not relate strictly to historical or current facts.
They often include words such as “believe,” “expect,” “anticipate,” “estimate,” and
“intend” or future or conditional verbs such as “will,” “would,” should,” “could,” or
“may”. Forward-looking statements, by their nature, are subject to risks and
uncertainties. Certain factors that would cause actual results to differ materially
from expected results include delays in closing the conversion and stock offering;
possible unforeseen delays in delivering DRS Book-Entry statements or interest
checks; and/or delays in the start of trading due to market disruptions or
otherwise.

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