061: The Half-Trillion-Dollar Opportunity Between Venture Capital and Private Equity with Scott Ryan

Scott Ryan is a Managing Partner for Terra Rossa Investments—a family office and active investor that invests in fixed income, debt products, real estate, and later-stage tech. Today, Scott shares his journey from working in tech sales to founding and exiting three companies (including an 8-figure exit) to running a fund in an asset class that's "too late-stage for venture capitalism and too small for private equity."  Scott shares a complete breakdown of running and raising capital for his fund and the investor opportunity for accessing the half-trillion-dollar asset class.  You'll also hear Scott share a unique strategy for avoiding long-term capital gains tax, the biggest challenges in selling his companies, and various ways investors can access his market area with lower investment minimums. Key Takeaways with Scott Ryan The half-a-trillion dollar opportunity between VC and PE. The model Scott used to land an 8-figure exit. Types of partners you can leverage when making an exit deal. The key differences in how Scott's fund operates compared with PE firms. Scott shares the toughest thing about selling his first company. The challenge Scott sees for CEOs who want to continue to accelerate—and how he solved it. A complete breakdown of the financial details for Scott's Fund, including initial funding, investing, calls and distributions. Scott breaks down the various ways small businesses can raise money. One metric that can attract big real estate investors with $20-50B AUM. How Scott uses Special Purpose Vehicles (SPVs) to make investing in his fund more accessible. Understanding tax nuances with Qualified Small Business Stock (QSBS) to avoid paying federal capital gains on an exit. Subscribe to the Podcast We hope you enjoy this episode and that you find some golden nuggets within this interview. Trust us, it's there! If you want episodes delivered straight to your inbox, consider subscribing to the show and we'll email you each time a new episode is released! Thanks for tuning it & keep being awesome. BAM! 💥