Investing in Startups and Venture Capital with Your IRA episode artwork

EPISODE · Sep 2, 2025 · 27 MIN

Investing in Startups and Venture Capital with Your IRA

from Directed IRA Podcast · host Mat Sorensen and Mark Kohler

In this episode of the Directed IRA Podcast, attorney and CEO Mat Sorensen sits down with Ahmed Ahmed, Head of Funds at WeFunder, to discuss how investors can use a self-directed IRA to invest in startups and venture capital—an asset class once limited to Silicon Valley insiders and institutional funds.The conversation explores how WeFunder democratizes early-stage investing through Regulation Crowdfunding (Reg CF) and Regulation D (Reg D) offerings, giving both accredited and non-accredited investors access to vetted startup deals, diversified venture funds, and even pre-IPO companies.Mat and Ahmed explain:How to invest in startups using your self-directed IRA or solo 401(k)The difference between Reg CF and Reg D offerings on WeFunderWhat the Orange Funds are and how they track Y Combinator companiesReal examples of early-stage companies that scaled (e.g. Eight Sleep, Replit)Why diversification is critical in venture investingHow to evaluate startup founders and what signals matter mostWhat to expect in terms of risk, timelines, and exit strategiesThis episode is essential listening for self-directed investors interested in private markets and early-stage innovation—and how to access it within a tax-advantaged retirement account structure.Chapters: 00:00 – Introduction to WeFunder and Startup Investing 01:30 – What Is Reg CF and Who Can Invest 03:16 – Inside the Orange Funds and Y Combinator Strategy 07:40 – Risk, Return, and Realities of Startup Investing 11:50 – Using a Fund Model to Diversify Your Startup Portfolio 19:22 – How to Evaluate Founders, Traction, and Deal Flow 24:27 – Getting Started with Startup Investing Through Your IRAWeFunder Homepage: https://wefunder.com/For questions or to learn more about this episode's topic, book a call with an IRA specialist here: https://directedira.com/appointment/Interested in learning more about alternative investments? Join us this year at the Alternative Asset Summit October 22 & 23, where you'll hear from industry experts and connect with like-minded investors exploring new ways to build wealth: https://altassetsummit.com/Other:Mat Sorensen: https://matsorensen.comMark J. Kohler: https://markjkohler.com/ KKOS: https://kkoslawyers.comMain Street Business https://mainstreetbusiness.com

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In this episode of the Directed IRA Podcast, attorney and CEO Mat Sorensen sits down with Ahmed Ahmed, Head of Funds at WeFunder, to discuss how investors can use a self-directed IRA to invest in startups and venture capital—an asset class once limited to Silicon Valley insiders and institutional funds. The conversation explores how WeFunder democratizes early-stage investing through Regulation Crowdfunding (Reg CF) and Regulation D (Reg D) offerings, giving both accredited and non-accredited...

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Investing in Startups and Venture Capital with Your IRA

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