Gary M. Schiff

Gary M. Schiff, Managing Director, Financial Advisor

Gary M. Schiff is the Managing Director of October Mountain Financial Advisors, our d/b/a based in the Berkshires. With over 30 years of experience in financial services and wealth management, he brings a wide range of financial management skills, from portfolio 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