Webinar
The Art of Evaluating a Deal: Chestnut Street Ventures
Join Alumni Ventures’ Brian Keil and Mason Hale for a behind-the-scenes look at how Chestnut Street Ventures evaluates early-stage investment opportunities.
This session will walk through the key frameworks, diligence practices, and judgment calls that go into backing high-potential startups. Brian and Mason will share real examples from the Chestnut portfolio and explain how they differentiate strong signals from red flags.
Attendees will gain a clearer understanding of how venture capitalists assess markets, teams, traction, and timing. Whether you’re new to venture or looking to sharpen your evaluation lens, this webinar will offer tactical insights from experienced investors. Reserve your spot today to learn how Chestnut Street Ventures turns deal flow into conviction.
Why Attend?
- HomeDiscover how AV filters and evaluates hundreds of startups a month
- HomeLearn the common traits of breakout portfolio companies
- HomeHear directly from the Chestnut team about their investment criteria and decision-making process
Alumni Ventures is America’s largest venture capital firm for individual investors.
About your presenters
Brian is a seasoned venture capitalist with over 20 years of investing experience across a range of industries. Before joining Chestnut Street Ventures, Brian was the Managing Director for New York Ventures, the venture capital arm of the State of New York. Prior to that, he was VP of Strategy & Corporate Development at Arbitron (now Nielsen Audio) and a Managing Director at the Peacock Fund, the venture capital arm of NBC Universal. Before joining the Peacock Fund, Brian worked at GE Capital and Bain & Co. Brian holds an MBA in Finance from The Wharton School and a BS in Industrial Engineering from The University of Southern California.
Venture Analyst
Before joining Chestnut Street Ventures, Mason attended Waseda Business School in Tokyo, Japan where he earned an MSc in Finance and wrote a master’s thesis linking founders’ attributes and strategic partnerships to firm performance in new ventures. While attending Waseda Business School, Mason was selected as a G51 Venture Scholar and participated in the Global Venture Catalyst where he served as a graduate startup advisor. Mason also holds a BA in Economics from The University of Texas at Austin.