How to Invest Your Retirement Account in Real Estate episode artwork

EPISODE · Jun 10, 2026 · 35 MIN

How to Invest Your Retirement Account in Real Estate

from Lessons The Hard Way Podcast Season 1

You can use your retirement account to invest in real estate. Most people have no idea.In this episode of Lessons the Hard Way, Sam sits down with Kelsey Dineen, 16-year veteran and senior member of the self-directed IRA and 1031 exchange team at Equity Trust, founded in 1974. Kelsey breaks down exactly how accredited investors are using retirement accounts to invest in real estate syndications, funds, and alternative assets in a tax-sheltered environment and why it is simpler than most people think.Two Waters Capital investors have used Equity Trust to invest in Two Waters syndications and funds. This is the inside conversation on how that actually works.In this episode:• What a self-directed IRA actually is and what it is not• The top three reasons sophisticated investors move down this road• Diversification beyond publicly traded assets into off-market opportunities• How to use retirement funds in a tax-sheltered environment to amplify wealth• The step-by-step setup process at Equity Trust and how long it actually takes• Penalties, taxes, and what investors need to know before making the move• How depreciation is affected when investing through a retirement account• What account types can be rolled in: 401K, Roth IRA, SEP IRA, and more• Can you use just a portion of your retirement account? Yes — here is how• Real success stories from investors who were reluctant and then moved forward• How to get in touch with Kelsey and get started with Equity TrustReady to open an IRA? Online application link is https://apply.midlandtrust.com/Welcome Referral/Group Code to open your IRA for free ($50 setup fee waived) is "coverfullamount"Link for a FREE consultation call with Kelsey Dineen, CISP: https://calendly.com/k-dineen-trustetc/30minTwo Waters Capital: 2waterscapital.com#lessonsthehardway #twowaterscapital #selfdirectedira #equitytrust #realestateinvesting #multifamilyinvesting #retirementinvesting #accreditedinvestor #realestatepodcast #taxsheltered0:00 Cold open: we don't vet, we don't do due diligence1:09 Welcome: introducing Kelsey Dineen of Equity Trust1:58 Kelsey's story and how she helps investors6:14 What kind of investors end up working with Equity Trust8:52 What a self-directed IRA is and what it is not10:33 The top three reasons investors move down this road12:22 Diversification: getting off publicly traded markets15:22 The three reasons revisited: diversification, tax sheltering, and structure18:01 Penalties and taxes: what investors need to know21:05 How depreciation works inside a retirement account23:27 What account types can be rolled in26:08 Can you use just a portion of your retirement account28:27 The setup process: step by step with Equity Trust30:41 Success stories from reluctant investors who moved forward32:52 What question did we not ask33:49 What Kelsey is excited about moving forward34:06 How to reach Kelsey and get startedPowered by ATL Podcast Proshttps://atlpodcastpros.com

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How to Invest Your Retirement Account in Real Estate

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How long is this episode of Lessons The Hard Way Podcast Season 1?

This episode is 35 minutes long.

When was this Lessons The Hard Way Podcast Season 1 episode published?

This episode was published on June 10, 2026.

What is this episode about?

You can use your retirement account to invest in real estate. Most people have no idea.In this episode of Lessons the Hard Way, Sam sits down with Kelsey Dineen, 16-year veteran and senior member of the self-directed IRA and 1031 exchange team at...

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