Gary M. Schiff

Gary M. Schiff, Managing Director, Financial Advisor

Gary M. Schiff is the Managing Director of October Mountain Financial Advisors, our dba based in the Berkshires. With over 30 years of experience in financial services and real estate development, he brings a wide range of financial management skills, from portfolio management and strategy development to research and analytics.

Gary was previously a Vice President, Senior Investment Advisor with the Private Client Group at TD Wealth in Pittsfield.
A Berkshire native and active member of the community since the 1980s, Gary is a member of the Berkshire Funders’ Roundtable, a corporator of the Massachusetts College of Liberal Arts Foundation, a member of the Berkshire County Estate Planning Council, a member of the Knesset Israel Investment Committee, and Chair of the Jewish Federation of the Berkshire’s Investment Committee.

He is a past director and president of the Berkshire Chamber of Commerce, past director of the Berkshire Economic Development Corporation and the Colonial Theatre, and a former member of the Town of Lenox Planning Board, Berkshire County Regional Employment Board and Berkshire Community College Business Advisory Committee.

Gary is a graduate of Middlebury College and holds a Masters degree from Harvard University. He has also attended the Cannon Financial Institute Trust School. Gary holds FINRA Series 7 and 66 registrations.

gschiff@octobermountainfa.com