Family Office Podcast: Billionaire & Centimillionaire Interviews & Investor Club Insights

Hot Investor Trends — Ep. 1: Finding Asymmetric Upside: How Smart Investors Pick the Right Founders

Nov 13, 2025
Connie, an experienced angel investor connected with a network of angels and family offices, shares her insights into selecting the right founders for investment. She emphasizes the importance of firsthand problem knowledge among entrepreneurs, highlighting Scaloware as a key example. Connie explores high-potential opportunities like unmanned jet cargo and a unique chemo-free cancer therapy. Her investment philosophy focuses on limiting downside while seeking exponential upside, prioritizing exceptional teams, and allowing time for growth.
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ADVICE

Prefer Founders With Firsthand Problem Knowledge

  • Do prioritize founders who have direct, firsthand knowledge of the problem they're solving.
  • Such domain intimacy increases the chances the solution truly addresses real pain points.
ANECDOTE

Sourcing Deals Over Lunch: Scaloware Example

  • Connie met Kenny from Scaloware and heard about his football-related pain point and solution during lunch.
  • She uses encounters like this to source deals and assess founder credibility.
ANECDOTE

Examples Of Current Deal Interests

  • Connie lists current interests like unmanned jet cargo and EV vehicle-to-vehicle charging she reviewed that day.
  • These examples show broad sector scouting beyond her historical life-sciences focus.
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