How This Couple Raised $1.2M For Their First Deal | Ep.1,216
Lifetime Cash Flow Through Real Estate Investing
Rod Khleif
4.6 • 1.4K Ratings
🗓️ 20 February 2026
⏱️ 32 minutes
🧾️ Download transcript
Summary
Kyle and Josie Wentworth are the Co-Founders and Managing Partners of Wentworth Holding Group in Central Texas, blending technology, engineering, and operational expertise with commercial real estate investing. Kyle is a former U.S. Army Information Systems Security Officer and longtime tech entrepreneur who now applies his cybersecurity and systems background to multifamily and commercial assets, while Josie, a former engineer and instructional systems designer, leads acquisitions, investor relations, and marketing with a disciplined, analytical approach. Together, they are LPs in 292 multifamily units, GPs in two senior living communities totaling 233 beds, and GPs in a 27,000+ square foot industrial flex property. They joined Rod's Warrior Group on May 1, 2024, to accelerate their growth and scale their portfolio.
Here's some of the topics we covered:
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From Tech Executives to Real Estate Power Players
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The Virtual Bootcamp That Changed Everything
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The "Magic Pill" in Multifamily
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Inside Kyle and Josie's First Warrior Deal
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Stop Trading Time for Money, Make Capital Work for You
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Soft Commits vs Hard Commits
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The Relentless Networking Strategy That Paid Off
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Why They're Pivoting Into Senior Living Right Now
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The Rise of Boutique Assisted Living, Small Properties, Big Opportunity
If you'd like to apply to the warrior program and do deals with other rockstars in this business: Text crush to 72345 and we'll be speaking soon.
For more about Rod and his real estate investing journey go to www.rodkhleif.com
Transcript
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| 0:00.0 | So you know that apartment building or complex you drive by every day? |
| 0:07.4 | Someone owns it. |
| 0:08.8 | And it's probably someone on this podcast. |
| 0:11.2 | Multi-family rock stars. |
| 0:12.8 | Join the growing numbers of real estate entrepreneurs who have made the jump to buying multifamily |
| 0:17.1 | properties for lifetime cash flow. |
| 0:19.5 | Multi-family rock stars using OPM for an OMG ROI. |
| 0:24.7 | Now, here are your hosts, Rod Cleef and Mark Nagy. |
| 0:28.9 | Welcome back to multifamily rock stars. |
| 0:30.9 | So as you guys know, this is where we dig deep in our guest deals. |
| 0:35.3 | And we've got a wonderful couple on today that do business together. |
| 0:38.8 | They're Kyle and Josie Wentworth. And they have, well, they've got some unique habits that they've |
| 0:47.6 | adopted since they joined the Warrior program. And I actually thought they had a podcast. I'm going to |
| 0:53.0 | let them tell you what it is they do and why, |
| 0:55.9 | but welcome to the show, guys. Thanks, Rod. |
| 0:59.1 | Thanks for having us. Absolutely. So why don't you give us a little background as to who you guys are |
| 1:04.6 | and why real estate and maybe even why the Warrior program actually and then maybe elaborate on what I hinted at |
| 1:13.3 | just a moment ago. Josie and I bring a extensive background in the technology space. I've spent |
| 1:21.9 | the last 36 years in the business of technology and sold an IT company in 2019 and started a new one in the |
| 1:33.0 | consulting business. And during that whole time, realized that we didn't really have any external |
| 1:39.4 | passive things generating revenue, generating income. And so I had a buddy that was rehab and houses |
| 1:47.5 | and called me one day and he was like, hey, I could use some extra hands lifting some stuff out |
... |
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