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Dennis Chalke

Smart Money RatingBased on the data VC Catalog holds.

Smart Money Rating: 92 out of 100

Advisor, Waterline Ventures

Firm
Waterline Ventures
Title
Advisor
Role
Advisor
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Record updated 29 September 2026

About

Dennis is an Advisor at Waterline. Dennis has over 30 years of healthcare finance and operations experience. He was previously the SVP, CFO and Treasurer of Baystate Health, a $2.5B integrated healthcare delivery system in western Massachusetts. The Baystate system includes four acute care hospitals with a combined total of more than 900 beds, 750 employed physicians, and a managed care plan with 160,000 covered lives. In this role Dennis oversaw business development, outpatient pharmacy, supply chain, and all traditional financial functions. Before Baystate, Dennis was with Untied Technologies in Hartford, CT where he worked on mergers, acquisitions, and divestitures. Dennis has an MBA in Finance from the University of Massachusetts in Amherst.

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