Trevor's LinkedIn

https://www.linkedin.com/in/ktrevorthompson/

Trevor's Email

KTTProperties@gmail.com

Massive Capital

https://massive.capital/

From iFLY VP to CRE Syndications: Trevor Thompson on Due Diligence, Sponsors & Buying in Today’s Market In this CRE Deep Dive episode, Trevor Thompson shares his path from attraction and indoor skydiving operations to commercial real estate investing, including helping open 90 iFLY locations and completing 48 syndications as both a limited and general partner. He explains what syndications are, how he overcame fears of single-family “toilets, tenants, and trash,” and lessons from his first passive deal, including the importance of property-level due diligence and COVID-era rent challenges. Trevor outlines how LPs can evaluate sponsors, spot unrealistic underwriting and return promises, and why education, transparency, and accessibility matter. He discusses recent acquisitions, including a Texas multifamily deal and a 32-bed assisted living project, plus how underwriting has shifted toward stable, fixed-rate debt and stronger risk controls. He emphasizes compounding, avoiding “get rich quick” expectations, and taking action to overcome analysis paralysis.

00:00 Meet Trevor Thompson

01:32 Real Estate Leap

02:15 Syndications Explained

03:19 Creative Deal Lessons

04:32 First Investment Mistakes

06:34 Choosing Great Sponsors

08:39 Property Tours Value Add

11:31 Deal Deck Red Flags

13:35 When To Walk Away

15:10 Buying In Todays Market

16:18 Assisted Living Expansion

17:05 Passion-Driven Operators

17:40 Underwriting in High Rates

19:04 Walking Away From Risk

20:06 Honesty Builds Trust

21:31 Setting Return Expectations

23:33 Investor Community in Action

25:11 Real Estate Is Rich Slow

27:07 Impacting 100000 Lives

29:39 Beating Analysis Paralysis

30:58 First Steps With 50000

32:01 How to Reach Trevor

https://directedira.com/ IRA LLCs for Real Estate: Privacy, Prohibited Transactions, Depreciation, and UBTI/UDFI Explained

Dennis interviews Lindsay Mersino on using IRA LLCs for real estate investing, clarifying that an LLC—especially a single-member LLC—doesn’t automatically create tax benefits. They cover why investors use IRA LLCs for privacy (investing under the LLC name), speed (checkbook control vs. custodian processing), and saving transaction fees for active investors. Lindsay explains fix-and-flip activity limits as a passive-versus-active issue, with a conservative safe zone of two to three flips per year. She outlines depreciation rules (generally irrelevant unless UBIT/UDFI applies), defines prohibited transactions (credit extension, certain asset classes, and disqualified parties), and describes structuring personal funds alongside IRA funds via an ab initio multi-member IRA LLC with fixed ownership percentages. Finally, she explains UBTI for operating businesses and UDFI for debt-financed deals, noting trust tax brackets and that UDFI often compares favorably to investing outside an IRA.

00:00 How to use IRA LLC with Directed IRA

01:27 Tax Benefits & IRA LLC Basics

10:14 Prohibited Transactions

12:49 Partnering Personal Funds with IRA

17:59 UBTI & UDFI Explained

Directed IRA website

https://directedira.com/

Odin Capital Group Website

https://odincapgroup.com/odin-capital-group-home

Self-Directed IRAs Explained: Rollovers, Fees, Real Estate Investing & Non-Recourse Loans (Inspira Financial)

In this CRE Deep Dive episode, Dennis interviews Chris Barnett of Inspira Financial about how to open and fund a self-directed IRA and use it to invest in real estate and other alternatives while still having access to traditional public securities in the same account. Chris explains the three-step process (open the account, move funds via rollover or transfer, then invest), typical timelines, and Inspira’s flat annual fee structure, including a $100 discount for Oden Capital investors, per-asset pricing with a cap, and limited additional wire fees. They cover rolling over TSP funds, partial rollovers, annual contribution limits, how the IRA is vested as the buyer and pays expenses through a portal, non-recourse loan rules, and how UBIT/UDFI can apply to debt-financed profits. The conversation also compares standard custody to checkbook-control IRA LLCs and solo 401(k)s.

00:00 How to get a Self-Directed IRA with Inspira Financial

00:27 Introduction

02:24 Opening an Account

04:05 Fee Structure

11:02 Buying Real Estate in an IRA

15:09 Non-Recourse Loans & UBIT

19:01 LLC & Solo 401k Options

Insipra Financial website https://inspirafinancial.com/

Chris Barnette

Business Development Manager

P: 630-348-8943

chris.barnette@inspirafinancial.com

ODIN CAPITAL GROUP WEBSITE

https://odincapgroup.com/odin-capital-group-home