
DEPTH OF EXPERIENCE
JOSEPH R. DiMAGGIO
LPL Registered Advisor Representative
Joseph R. DiMaggio has been in the legal and financial industry for over 30 years. During that time, he was a practicing attorney in California, an independent market maker on the floor of the Pacific Coast Options Exchange and the Chicago Board Options Exchange, ran an options trading desk for Goldman Sachs, was a Managing Director at a hedge fund and owned his own options consulting firm.
He graduated from the University of Rochester with a degree in Economics and obtained a Management Certificate from the Simon School of Business Administration. He went on to receive his J.D. from the University of San Diego School of Law and was a litigator in California. These experiences and positions have given him a diverse and deep understanding of the financial landscape and shaped his investment philosophy.
In 2013, Mr. DiMaggio joined forces with Bruce Shubert, veteran of financial services, who had run his own financial advising firm for over 45 years. Mr. DiMaggio has transitioned Mr. Shubert’s business to High Peaks Asset Management as Mr. Shubert fully retired in 2020
Mr. DiMaggio has parlayed the knowledge and acumen obtained under Mr. Shubert’s tutelage to service Mr. Shubert’s very loyal client base as well as to grow High Peaks Asset Management. High Peaks Asset Management provides invaluable service, advice and guidance to its many clients and entities.
MATTHEW WHALEN
LPL Registered Advisor Representative
Matthew J. Whalen is an advisor at High Peaks Asset Management and has a diverse and well-rounded professional background. After graduating from Hobart College in 2011 with a B.A. in Biology, Mr. Whalen earned a master’s degree in Childhood Education from SUNY Potsdam. He became a classroom teacher shortly thereafter and spent nearly a decade in different districts throughout New York State. In 2020, he began community work in the not-for-profit sector at the City Mission of Schenectady. There, he served as the Campus Director and spent three years working to provide help and support to the homeless and greater Schenectady community.
Mr. Whalen joined High Peaks Asset Management in 2023. He is a licensed Investment Advisor Representative and has recently passed the C.F.P. exam, he is working on experience hours and will apply for his marks in 2026. Having spent years in the classroom, he specifically has a passion to help teachers be prepared for and enjoy their retirement after all the demanding work they put into their careers. He is continuously learning from Mr. DiMaggio and aspires to bring care and quality service to current and future clients.
EVE WHALEN
LPL Non-Licensed Administrative Assistant
Eve B. Whalen is an administrative assistant at High Peaks Asset Management. She graduated from the University of New Hampshire in 2019 with a B.S. in Wildlife Conservation and Biology. During her time at UNH, she had the opportunity to study abroad in New Zealand and held various internships in environmental education, outreach, and stewardship. She then diversified her education, earning a B.P.S. in Applied Food Studies and Baking and Pastry from the Culinary Institute of America. After working in fine dining restaurants and bakeries for five years, she joined the High Peaks team in 2024.
Ms. Whalen is passionate about learning and is grateful to be able to gain expertise and knowledge from Mr. DiMaggio and Mr. Whalen. Strives to apply her skills in hospitality to connect with clients and ensure exceptional service to anyone who engages with High Peaks Asset Management.
ABOUT