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The David Greene Show

Seeing Greene with Jake Henderson I Episode 89

The David Greene Show

David Greene

Entrepreneurship, Business

5653 Ratings

🗓️ 17 October 2025

⏱️ 93 minutes

🧾️ Download transcript

Summary

In this episode of Real Talk Real Estate, David Greene and Jake Henderson discuss the challenges of finding quality information in the real estate market, share personal experiences, and provide insights on strategies for buyers in a slow market. They emphasize the importance of clear communication when making offers, navigating the complexities of working with real estate agents, and encouraging new investors to get involved. The conversation also covers mortgage options, the difficulties of financing mixed-use properties, and opinions on financial advice in the real estate space. In this conversation, David Greene and Jake Henderson explore various themes related to self-defense, financial advice, real estate investing, and the challenges faced by small investors in a market dominated by institutional players. They discuss the importance of having a financial plan, the ethical implications of mixing faith with financial guidance, and the necessity of learning from mistakes in real estate. The conversation also touches on the evolving landscape of short-term rentals, particularly the impact of Airbnb's policy changes on hosts. Throughout, they emphasize the need for transparency and realism in financial education and investing. Chapters 00:00 Introduction to Real Talk Real Estate 01:50 Jake's Background and Real Estate Journey 03:13 David's Personal Real Estate Challenges 05:04 Market Trends and Buyer Activity 11:38 Strategies for Buyers in a Slow Market 18:22 Choosing the Right Real Estate Agent 25:55 Encouraging Others to Invest in Real Estate 28:54 Evaluating Mortgage Options 30:19 Understanding Opportunity Costs in Real Estate Financing 37:12 Navigating Small Mixed-Use Lending Challenges 45:39 The Importance of Local Market Knowledge 53:51 Balancing Caution and Inspiration in Real Estate Advice 01:00:16 The Impact of Institutional Investors on Small Investors 01:03:29 Current Trends in the Housing Market 01:06:18 The Aftermath of Vandalism 01:08:20 Airbnb Policy Changes and Their Impact 01:11:50 The Power Shift: Guests vs. Hosts 01:14:17 The Challenges of Managing Short-Term Rentals 01:16:38 The Future of Airbnb and Alternative Solutions 01:20:48 Managing Properties: A Personal Touch 01:25:51 Experiences in Nature: Bears and Cabins Subscribe to The David Greene Show! Apple: https://podcasts.apple.com/us/podcast... Spotify: https://open.spotify.com/show/5Nu6kCJ... Submit your question for David: https://davidgreene24.com/ask FOLLOW DAVID @DavidGreene DavidGreene24.com RealTalkRealEstate.com Podcast-The David Greene Show (Spotify, Apple Podcasts) Book a session with David: [email protected] Ask a Question: DavidGreene24.com/ask Find me on the “minnect” app Real Estate University: SpartanLeague.com Join my Free Newsletter: Davidgreene24.com/textletter Finance Your Real Estate: TheOneBrokerage.com - Intake@TheOneBrokerage - @theonebrokerage Free Text letter - DavidGreene24.com/join STR Management [email protected] Investor Retreat DavidGreene24.com/retreat

Transcript

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0:00.0

What's going on, everyone? Welcome to Real Talk Real Estate. This is the David Green Show, and we got a fun show plan for you. I'm joined today with Jake Henderson out of Wichita, Kansas. He is a real estate agent with At Home, Wichita. Jake, is that the name of your team, your enterprise over there? Yes, at home, Wichita, Real Estate. There you go. And he's going to be joining me to take questions from you,

0:26.1

the listener base. On today's Seeing Green Show, I met Jake when he had me come speak to his meetup. And he and I were actually just sitting here talking before the recording about how

0:30.3

difficult it is to get a good speaker to speak at a meetup. And that is no fault of the people

0:35.5

speaking is hard. And real estate is frankly talked

0:38.5

about a lot it is not hard to find a real estate podcast or youtube channel or a 24 year old that

0:42.9

wants to be an influencer that's going to tell you all about the millions that they made in real

0:46.2

state or crypto or what else are they selling right now bitcoin millionaires and nfts for a while

0:52.5

really popular everybody likes me in front of a camera but not everybody has something good to say. We were just like, man, it's hard to get good information. You can drive all over the place to go to meetups and you get there. And then you hear the same thing you've heard a bunch of other people say with a pitch at the end for why you should use this title company that sponsored it or this mortgage company that sponsored it. And it's kind of the same old song and dance. So we're going to do our very best to keep the David Green Show from falling down that line. Now, you are going to hear about the companies that I use that I provide services to real estate investors, like the one brokerage, like Coast Coast Getaways, my property management company. But that's not because they are sponsoring the show. It's because I manage them and I own them and I can guarantee that people will get treated fairly, will not get ripped off, and will not get the bait and switch when they use those companies. But even then, it's still worked into the show to try to keep it entertaining. So we're going to do our best to do that today. Before we get into it, Jake, can you tell us a little bit about your background as an investor? How long you've been selling houses and what market you're selling? Yes. I'm super excited to be here. Thanks for asking me to come on, David. I am in the Wichita, Kansas market, just dead center of the U.S. and have been investing and a realtor for seven years. I was an investor

2:02.9

first and did a house hack. And during that process, my agent convinced me to get my license and

2:09.1

I was off to the races. That's it. And then you got the bug and you loved real estate. Now you're

2:14.3

absorbing it all you can, right yep still learning today too yeah well

2:19.4

we can only make shows like this when you listeners give us questions to answer so please all of your

2:24.8

questions any question from easy too hard from long too short all of them david green 24.com

2:31.3

slash ask where you can upload a video or a written question and then I will answer it on the show. And before we get into it, today's show is sponsored by the one brokerage. That is my mortgage company. We are the one brokerage that has everything that you need to close a loan. We've got every loan imaginable that you can do. We can do conventional. We can do non-conventional. We can do Helox. We can do

2:51.4

Helox on investment properties. Pretty much if you need a loan, commercial, residential, DSCR, FHA, VA, any of it. Come to us. We have a lender that does that loan. We can get you a really good rate, incredibly good service, and come up with a plan to help you build your portfolio because that's what we're here for.

3:11.0

Now, also, Jake, I just want to get your opinion before we start the show. I had this last week, a very bad week personally and a very good week for my portfolio.

3:17.4

So I ripped my bicep tendon off the bone picking up a very heavy arcade to put in one of my short-term rentals.

3:22.4

So there will be a video coming out that shows some of the work that I've been doing on my cabins of everything I've been doing to try to get those things turned around and working well because most short-term rental markets are being hammered by too much inventory and not enough travel. And the Smoky Mountains are one of them, but I'm turning my portfolio around quite a bit ever since I took over the management of it myself. So now I'm managing other people's cabins out there and doing the same. So I got all this cool material that we can post to show what I've been doing. But that was a rough time, ripping my bicep, not being able to find anyone that could handle the even see me with my insurance out there, having to come to Oklahoma to find a doctor, getting it

3:57.5

reattached, and then going through a week of being in a brace and being on meds. But while that

4:01.8

happened, I put three of my own houses in contract, or actually two and one were super close on.

4:07.7

When I went about nine months of nothing, it's been, I'm under price compared to all the comps

4:12.3

around me, good condition homes. Just no one's

...

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