Evan Shubin on Startup Exits, Angel Investing, and Equity-for-Expertise | Modern Investing Podcast

Message the HostIn this episode, we sit down with Evan Shubin, a 6x founder, 3x exited entrepreneur, and angel investor in over 25 startups. Now leading Candlelight Partners, LLC, Evan offers a rare window into what it takes to build, scale, and exit successful ventures—and how he now invests full-time across multiple asset classes.With 25+ years of experience, Evan shares:How he bootstrapped Exhibitor Invites into a million-dollar trade show marketing firmWhy he now works as a fractional C-suite leader in exchange for equityHis investing playbook across startups, real estate, and public marketsKey lessons from three exits—and what founders often overlookWhy understanding customer pain points is the most underutilized growth strategy“If you're building something great, the market will tell you—if you're listening.”This episode is packed with firsthand insights for founders preparing to scale, exit, or start investing themselves. A must-listen for anyone balancing entrepreneurship and long-term wealth creation.About Evan Shubin: Evan Shubin is a veteran entrepreneur, investor, and strategic advisor with over 25 years of experience building, scaling, and exiting companies. As President of Candlelight Partners, LLC, he now serves as a fractional C-suite executive for startups, taking equity in exchange for his leadership.A 6x founder with 3 exits under his belt, Evan has invested in over 25 startups while maintaining a diversified portfolio that includes real estate and public equities. His expertise spans marketing, operations, and go-to-market strategy, making him a sought-after partner for early-stage companies navigating growth or preparing for acquisition.Evan’s career reflects a deep belief in listening to the customer, building around market pain points, and maintaining disciplined business fundamentals—even in fast-moving sectors.Click Here to Check Out Our Upcoming Online Investing EventsAbout Sidepocket:If you don't have the time to professionally trade and are tired of being at the whim of the market's ups and downs, consider using Sidepocket to automate investing.Sidepocket monitors the markets 24/7 and automatically rebalances your holdings each month. To maximize returns while protecting against loss. That's why Sidepocket applies sophisticated quantitative methods, including tactical asset allocation to systematically minimize these drawdowns and consistently protect and grow your hard earned savings.To learn more, visit www.sidepocket.com