Webinar
Masterclass Live! How Chestnut Street Ventures Invests Thematically

Join Alumni Ventures’ Brian Keil and Mason Hale for a special session, Thematic Investing with Chestnut Street Ventures, exploring how the team identifies and invests in trends shaping the future.
This webinar will provide an inside look at how the fund leverages thematic investing to gain exposure to high-growth startups across sectors such as AI, cybersecurity, healthtech, and more. Brian and Mason will walk through their sourcing and diligence process, share recent examples of relevant investments, and explain how Chestnut Street Ventures builds a curated, diversified portfolio for the Penn community and beyond.
You’ll also gain insight into how Alumni Ventures’ broader platform supports thematic investing through shared infrastructure and syndication opportunities. Whether you’re a seasoned investor or new to the venture ecosystem, this session will provide a valuable overview of this investment strategy in action. Reserve your spot today to see how Chestnut Street Ventures capitalizes on tomorrow’s biggest themes.
Want to access our Chestnut Street Ventures Syndicate startup deals to see, evaluate, and optionally invest? No cost, no commitment.
Why Attend?
- HomeDiscover how Chestnut Street Ventures applies thematic investing to find breakout startups
- HomeGain insight into specific sectors and trends driving recent investment activity
- HomeLearn how you can get involved and invest alongside a trusted VC platform
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.
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.

