

How to Make Money as an Operator
Most operators don’t have the time (or risk tolerance) to become full-time angel investors. So how do you build wealth through early-stage investing while leading at a high-growth company?
Join us for a candid conversation with experienced investors on how they source deals, evaluate startups, and build portfolios alongside full-time leadership roles.
You’ll hear from Michael Daugherty, Co-Founder & CTO of Quill and active advisor, and Maia Bittner, Investment Partner at XFactor Ventures. Together, they’ll share their real-world experience on writing first checks, avoiding early mistakes, and smarter strategies for investing in startups as a busy executive.
Format: Moderated panel + audience Q&A
Why Attend: Learn how senior tech leaders are investing in early-stage companies, what frameworks they use to assess opportunities, and how to get started in a way that aligns with your goals, risk tolerance, and values.
Who Should Attend: Executive leaders who are actively investing or exploring how to build a portfolio career.
About Enrich
Enrich is a private network for ambitious, growth-minded leaders who want to invest in themselves. Through structured workshops, facilitated discussions, and intimate dinners, we help people make better decisions, lead more effectively, and grow in their careers.
Learn more: https://joinenrich.com/