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Brent is the founder and CEO of Permanent Equity, a long-term focused private equity firm investing (with no intention of selling) in small to midsize, privately held companies throughout North America. He is also the author of The Messy Marketplace: Selling Your Business in a World of Imperfect Buyers and previously operated several businesses as an entrepreneur. Follow Brent on X @BrentBeshore.


[0:16] - How studying poverty in college helped Brent develop a unique investing outlook


[3:07] - Brent’s takeaways from growing up in Missouri’s farmlands under the guidance of his grandmother


[6:57] - Gaining wisdom from unplanned career experiences and optimizing for optionality


[12:47] - Permanent Equity’s long-term private equity model


[15:57] - Why Brent has avoided using debt to finance Permanent Equity’s investments


[19:34] - How Permanent Equity has changed since accepting its first outside capital


[22:19] - Breaking down Permanent Equity’s operating model


[25:11] - How Brent determines whether to reinvest cash flows or make distributions


[28:28] - Considering adjacent investments for existing portfolio companies vs. newer, riskier opportunities


[33:14] - Discovering and investing in overlooked industries and businesses


[40:40] - The benefits of sourcing deals using a team-based approach


[45:45] - How Permanent Equity divides work with distinct operating and investing teams


[49:46] - Why Brent prefers buying businesses over starting them from scratch


For more episodes, go to ⁠podofjake.com⁠.


Previous guests include ⁠Mark Cuban⁠⁠Vitalik Buterin⁠⁠Brian Armstrong⁠⁠Balaji Srinivasan⁠⁠Keith⁠ ⁠Rabois⁠⁠Ali Spagnola⁠⁠Anthony Pompliano⁠⁠Raoul Pal⁠⁠Julia Galef⁠⁠Jack Butcher⁠⁠Tim Draper⁠, and over 100 others alike. Learn from founders and CEOs of companies like ⁠OpenAI⁠⁠Coinbase⁠⁠Solana⁠⁠Polygon⁠⁠AngelList⁠⁠⁠Oura⁠⁠, and ⁠Replit⁠, and investors from ⁠Founders⁠ ⁠Fund⁠⁠a16z⁠⁠Union Square Ventures⁠, and many more. I appreciate your support and hope you enjoy.


Thanks to ⁠⁠Chase Devens⁠⁠ for the show notes and ⁠⁠Yiction⁠⁠ for the music.


Lastly, I love hearing from fans of the pod. Feel free to email me any time at [email protected]. Thank you!

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