CompassNow live for financial advisors
Collective on Podcasts

AI for founders with Ryan Estes: Turn Illiquid Equity Into Real Wealth

by AI for founders with Ryan Estes|
12th November, 2025

Guest: Greg Brogger, Founder and CEO of Collective Liquidity

Show: AI for Founders with Ryan Estes

Episode Overview

What do you do when most of your net worth is tied up in one late-stage startup that might never exit? In this episode, Ryan talks with serial fintech founder Greg Brogger about how Collective Liquidity is building an exchange fund designed specifically for private company shareholders. They break down the math behind diversification, the risks of concentrated startup equity, and why a tax-efficient liquidity strategy is becoming essential for founders and employees in the modern venture ecosystem.

This conversation is for founders, executives, and early employees at venture-backed companies who want to turn pre IPO shares into long-term wealth without waiting a decade or handing half to taxes.


Key Takeaways

The private unicorn market is massive. Roughly 4 trillion dollars in value is locked up in late stage private companies, yet only a small percentage of that trades in secondary markets each year. Concentrated equity is far riskier than most employees realize.

Greg’s team studied every US Series C round from 2010 to 2015. Only about 38 percent of those companies had created value for employee shareholders ten years later, while a diversified portfolio across the same cohort would have produced roughly a 5x return.


What Collective Liquidity does

Employees and founders of eligible late stage, venture backed companies exchange a portion of their company stock for LP interests in a diversified exchange fund. The structure is designed to be tax free for many shareholders and becomes a foundation for diversification, liquidity lines and advanced wealth planning.


Resources and Links

Collective Liquidity: ⁠https://www.collectiveliquidity.com⁠

AI for Founders: ⁠https://aiforfounders.co⁠

Ryan Estes: ⁠https://ryanestes.info⁠

Episode Sponsors

  • ambient.us – Your AI Chief of Staff that preps you for every meeting, keeps your team accountable and aligned, and helps you stay on top of key initiatives.
  • ⁠Code Story⁠ – A podcast featuring founders, tech leaders, CTOs, CEOs and software architects, reflecting on their human story in creating world changing, disruptive digital products.
  • warmstart.ai⁠ – Build lasting business relationships and stay connected with your network, effortlessly.
  • ⁠kitcaster.com/application⁠ – Let KitCaster schedule your podcast interviews on the world’s top podcasts.

More from AI for Founders ⁠https://aiforfounders.co⁠⁠https://ryanestes.info

In this video

Greg Brogger's portrait

Greg Brogger

CEO & Co-founder, Collective Liquidity

Ryan Estes's portrait

Ryan Estes

Founder, AI for founders with Ryan Estes