The W2 Employee’s Roadmap to Financial Freedom (Buy Rentals While Working 8-6)

9 Feb 2026 · 43 min · 29 chapters

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Real Estate Rookie Podcast - Episode Summary

Episode Title

The W2 Employee’s Roadmap to Financial Freedom (Buy Rentals While Working 8-6)

Episode Description

In this episode, hosts Ashley Kehr and Tony J Robinson interview Rashad George, a busy W2 employee who successfully built a three-property rental portfolio in two years while working a demanding 50-hour work week. Rashad shares insights on how he managed his time to invest in real estate, discusses his strategies, and debunks common myths surrounding Section 8 investing.

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Key Takeaways

  • Real Estate as a Path to Financial Freedom: Rashad's journey into real estate began after he sold his primary residence for a $100,000 profit, highlighting the potential gains in real estate investing.
  • Starting Small: Rashad emphasizes the importance of starting with manageable investments, such as buying new builds that require minimal upkeep, before progressing to more complex projects that require renovations.
  • Section 8 Investing: Rashad has found success in Section 8 investing, providing consistent cash flow. He discusses the benefits and misconceptions around Section 8 tenants, noting that they can provide stability due to longer tenancy durations.
  • Forming Partnerships: Rashad formed a partnership with his sister to leverage complementary skills and time. He stresses the importance of discussing expectations and planning for potential disagreements in a partnership.
  • Tax Strategies: He reveals a tax strategy involving short-term rentals, which allows real estate investors to offset active income with property losses, thus optimizing tax liabilities.

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Detailed Summary

Rashad’s Background

  • Career Path: Rashad transitioned from debt collection to the Air Force and then to defense contracting, which shaped his financial mindset and risk tolerance.
  • First Real Estate Deal: His initial foray into real estate was facilitated by selling his home, leading to his first investment in a new build property.

Building a Rental Portfolio

  • First Properties: Rashad began by acquiring properties that required little maintenance and gradually moved to more challenging projects, including cosmetic renovations and full-gut jobs.
  • Partnership: His collaboration with his sister allowed them to analyze over 200 deals before finding their first investment property, emphasizing the importance of teamwork and diverse skill sets in real estate.

Investment Strategies

  • Finding Deals: Rashad sourced properties through the MLS and also engaged with off-market deals and pocket listings.
  • Dealing with Challenges: He spoke about the challenges faced during inspections and the importance of making informed decisions based on thorough evaluations.

REO Deals and Auctions

  • Understanding REO: Rashad defines REO (Real Estate Owned) as properties owned by banks post-foreclosure, often available at lower market prices.
  • Auction Experience: His experience at auctions included last-minute inspections, which led him to make confident bids based on his growing understanding of real estate.

Renovation and Financing

  • Renovation Plans: He outlines his plans to convert a property into a four-bedroom unit to increase rental income and discusses financing options, including hard money loans and community banks.
  • Short-term Rental Strategy: Rashad is leaning towards using the property as a short-term rental due to favorable tax implications and market demand.

Lessons Learned

  • Mistakes and Growth: Rashad reflects on the importance of conducting thorough inspections and learning from previous mistakes to ensure sound investment decisions in future deals.

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Upcoming Topics and Resources

  • The episode concludes with a call for listeners to engage further with the hosts and the community, encouraging them to share their own stories on the podcast.
  • Rashad provides his YouTube channel for those interested in following his real estate journey.

Resources Mentioned

  • [BiggerPockets](https://www.biggerpockets.com) for networking and additional resources on real estate investing.
  • Recommended reading: *The Partnership Charter* by David Gage for those considering partnerships in real estate.

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This episode emphasizes that busy professionals can successfully invest in real estate by leveraging their time, resources, and strategic partnerships. Rashad's story serves as an inspiration for those starting their journey in real estate investing.

Written by AI. May contain mistakes. Listen to the episode to check what was said.

Chapters

Tap a time to open that second in VO

Rashad's Career Journey

0:48 to 1:12

Rashad shares how his experiences shaped his views on money and risk.

“Welcome to the Real Estate Rookie Podcast.”

Lessons from Debt Collection

1:12 to 1:54

Rashad discusses valuable skills learned from his time in debt collection.

“So starting with debt collecting, it really opened my eyes to people making not necessarily the greatest financial decisions.”

First Real Estate Deal

1:54 to 2:38

Rashad recounts his first home purchase and financial success post-COVID.

“But that's really helped me gain the income that I need to invest and more importantly, stay connected with the military community.”

Transition to New Builds

2:38 to 3:26

Discussion on Rashad's experience with new builds versus older properties.

“And if I'm being honest, a little bit of empathy as well.”

Defining Your Buy Box

3:26 to 4:44

The importance of defining investment criteria for successful real estate.

“if they didn't go to college or they did it part time while they were going to college was working for this debt collection agency.”

Cash Flow Considerations

4:44 to 6:00

Rashad explains the cash flow dynamics of his properties and expectations.

“And I think there was some maintenance involved.”

Comfort with Breaking Even

6:00 to 8:01

Rashad shares how cash reserves influenced his comfort with breaking even.

“Then the following property, actually, the next property I bought was my next primary residence.”

Partnership Insights

8:01 to 10:56

Exploration of Rashad's partnership with his sister and necessary conversations.

“By the time he got to phase five or 10 or six or whatever it may be, the value had increased so much and he could sell it for a big gain or do a cash out refinance to get some cash back.”

Navigating Partnerships

13:17 to 14:02

Rashad discusses the importance of thorough discussions before partnerships.

“we went over Rashad's first deal, the new build.”

Navigating Partnership Dynamics

14:02 to 14:36

Learn how to manage disagreements and the importance of clear communication in partnerships.

“What if I want to sell the property and she doesn't?”
Show all 29 chapters

The Value of Complementary Skills in Partnerships

14:55 to 15:43

Understand how different skills and time commitments can strengthen partnerships.

“I got into a partnership for the reason that most people don't necessarily consider, at least not the investors that I know.”

Analyzing Deals: The 200-Deal Journey

15:43 to 16:21

Explore the lengthy process of analyzing over 200 real estate deals before finding the right one.

“So after you formed this partnership, you guys decided to analyze over 200 deals before you actually found the right one.”

Finding Profitable Properties

16:21 to 17:18

Learn how to identify profitable areas and the significance of price-to-rent ratios.

“It essentially boiled down to looking at different zip codes in town for San Antonio and what HUD paid for those zip codes.”

Understanding Pocket Listings

17:18 to 18:19

Gain insights on pocket listings and how they can provide investment opportunities.

“But were you just sourcing all of these deals right off the MLS?”

Challenges in Property Inspections

18:19 to 19:33

Discover the complications of conducting property inspections, especially with tenant-occupied properties.

“And now Rashad, you mentioned that the deal that you found that you're like, man, this one really actually does seem pretty strong that that deal actually fell through.”

The Psychology of Investing Decisions

19:33 to 20:23

Learn about the emotional aspect of real estate investing and the importance of discipline.

“just no way we're going to make an offer and follow through with it if we don't know everything that's wrong with the property, or at least most of the things that the inspector could find.”

Rehab Experiences with Hoarder Properties

20:23 to 22:23

Explore the challenges faced in rehabbing a hoarder property and the lessons learned.

“And I also appreciate that you said the foundation itself wasn't even necessarily what made you say no, because maybe that's something that we can get fixed.”

Navigating a New Investment Deal

22:23 to 24:25

Understand the process of landing on a property deal and the issues that arise.

“and knowing everything needs to be ripped out and redone without being able to see what's happening behind or underneath all of this stuff.”

Financing and Renovation Plans

24:25 to 25:55

Learn about financing strategies and renovation plans for maximizing property value.

“We originally started with a plan that has scoped a little bit further now.”

Debunking Section 8 Misconceptions

25:55 to 27:45

Explore the realities of Section 8 tenants and the benefits of choosing this route.

“it may be that would be interested in taking that deal on.”

Investing in Shreveport: A Local Perspective

27:45 to 28:06

Gain insights into the potential of investing in Shreveport and its market dynamics.

“did your eyes just get as big as mine when he said he was from Shreveport, Louisiana?”

Investing in Shreveport: Opportunities and Challenges

28:06 to 29:24

Explore the potential of investing in Shreveport real estate and its unique challenges.

“But did you ever think of actually investing in Shreveport?”

Cash Flowing Rentals and Rent-to-Retirement

29:30 to 30:11

Learn about Rent-to-Retirement’s services for hassle-free rental investments.

“But when we come back, let's find out about his latest REO deal.”

Understanding REO Deals and Personal Experiences

33:31 to 38:54

Delve into the details of purchasing REO properties through personal stories.

“We're here with Rashad and we talked about the first couple of deals, but I want to talk about a deal that you bought solo, which was an REO deal.”

Evaluating Property Value and Renovations

38:54 to 42:01

Evaluate the financial aspects and renovations of Rashad's property deal.

“five because every deal builds a little bit more confidence than the last one.”

Refinancing and Rental Strategies

42:01 to 43:16

Learn how to manage refinancing and rental strategies for investment properties.

“rewiring the electrical, putting in an EV charger, things like that.”

Understanding the Short-Term Rental Tax Benefits

43:16 to 44:29

Explore the tax advantages associated with short-term rental properties.

“So what Rashad is talking about is what's known as the short-term rental tax loophole.”

Lessons Learned from Real Estate Mistakes

44:29 to 45:19

Hear about crucial mistakes in real estate investing and their lessons.

“But just know, talk with an attorney or with a CPA and they can kind of give you all the ins and outs of it.”

Connecting with Rashad and Documenting the Journey

45:19 to 46:19

Discover how Rashad shares his real estate journey and insights.

“We really appreciated you coming on to the show and sharing your experience and the knowledge that you've obtained over the years of your real estate investing.”
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Transcript

Automatic transcript. May contain errors.

0:00If you're busy, if you work 50 hours a week and you have a lot going on, that doesn't mean you cannot invest in real estate. And today's guest is going to show us how he works 50 hours a week plus and still has made time to get three deals under contract. So today's guest, Rashad George, is going to walk you through his journey again of being a busy professional who started off buying super easy, almost turnkey properties, graduating all the way up to almost full tear down gut jobs. And you'll hear his journey along the way and why he decided to strategically partner to help continue to build his portfolio.

0:33you. And at the end, him and Tony let us in on a little secret of the short-term rental tax loophole, and it explains why Rashad is going with a certain strategy.

0:48Welcome to the Real Estate Rookie Podcast. I'm Ashley Kerr. And I'm Tony J. Robinson. And with that, let's give a big warm welcome to Rashad. Yeah, it's wonderful to be here. I'm happy to be here, and I love listening to you guys. Well, Rashad, before real estate, you went from debt collection to the Air Force to defense contracting. How did these career shifts shape the way that you think about money, risk and long term freedom? Yeah, absolutely. So starting with debt collecting, it really opened my eyes to people making not necessarily the greatest financial decisions. I got to see everything from people who got down on their luck to people who just thought they needed everything and couldn't afford it.

1:25So it really helped ground my expectations of how I should be managing my money. As far as the Air Force goes, that really helped me understand what it means to truly take control of my path in life. I learned a lot of good stuff from the Air Force. It really helped me learn, more importantly, how to manage myself and how to think of everything in terms of moving forward. As far as defense contracting, it's pretty much the same thing I did in the Air Force. And I love it so much, which is why I'm still doing it. But that's really helped me gain the income that I need to invest and more importantly, stay connected with the military community.

2:01So Rashad, I'm just curious because like the debt collection, there's definitely maybe like a stigma around that career path. But I also think that maybe there are some skills that translate into being a real estate investor as well. And I guess just what, aside from just like the mindset around like the money piece, being in that field, I would assume deals with a lot of rejection, a lot of angry people, a lot of kind of like walking the line and kind of building relationships. So I guess, was there anything else aside from just like the mindset around money that you built from a skillset perspective that you feel this helped you as a real estate investor?

2:38Absolutely. I would say sympathy. And if I'm being honest, a little bit of empathy as well. I came across a lot of people who were just down on their luck and being able to sympathize with them while being necessarily, I don't know, being firm, but being fair is something else that I learned from that job. And also taking a beat to just go, hey, I understand what you're going through. Maybe not be so harsh. And I think that's been very helpful with some of the self-managing that I've done. You know, we talk a lot or you hear a lot about debt collectors, but from the other side, right? The people who are having the debt collected, but we don't necessarily hear it from the folks who were doing the debt collecting.

3:15But, you know, hey, there's still, I think, a benefit on being on the other side as well. Actually, in one of the towns near me, there was a huge debt collection agency. And that was like one of the jobs a lot of people went to like fresh out of high school if they didn't go to college or they did it part time while they were going to college was working for this debt collection agency. So like it was very interesting to hear their side of things as to how it's different. But a lot of them made a lot of money doing that. But really, you have described yourself now as a high income tech bro, but your real estate journey started earlier than that.

3:55So take us back to that first house and you had a$100 ,000 gain post COVID. So what did that moment really unlock for you mentally? Yeah. Seeing that$100 ,000 check, just anything over six figures, it just helped me immediately understand there is something to this. Friends of mine have been telling me you should be investing in real estate, but that's when it hit me. I know it's an anomaly and I'm okay with that, but still it just, it unlocked the fact that I can move forward. Maybe not with the expectation of making a hundred thousand dollars each time I sell, but with the expectation of getting some sort of gain and understanding it clearly.

4:32I feel like that first financial transaction as a real estate investor is always a bit of an unlock, right? Like I remember the first time I got money deposited for my first rental and, And because of, there was like a lease up fee with that. And I think there was some maintenance involved. Like it wasn't even enough to cover the first mortgage payment because like the property management company had like a lease up fee. And it's like, I was in the negative that first month, but it was still, it was like$684. And I was like, oh my goodness. Like I actually made money from real estate. And it is, I think a bit of a mindset shifting moment when you realize, hey, that this actually works.

5:08But 100K is a lot. So I guess I'm just curious, quickly, Rashad, if you can walk us through, how did you net 100K on your first deal? Yeah. So it all started back in 2017 when I just could not find myself living in an apartment for more than three months. I was in town for maybe 11 days or so. And during that time period, I found myself an agent. I left for two and a half months. Every day I was texting back and forth with that agent looking for a home. I found something. It took me a while to really pounce on it, but I found something that I really wanted, bought that home, lived in it, did pretty much nothing to it, then got that$100 ,000.

5:43Of course, I should have been a little bit smarter at what I did with the money. I did kind of recycle it, but I wish I had invested it. And ultimately, I wish I had kept the house too. So was this house the brand new build or the brand new build comes next after this? Yeah, the house that I first purchased was built in, I think, 2011. I purchased it in 2017. Then the following property, actually, the next property I bought was my next primary residence. But after that, I bought my first investment property. And that one was a brand new build. Let's go through that experience of why you decided to do a brand new build compared to buying an older property like the first one that you had purchased.

6:20Sure. Yeah, I made the decision to buy a brand new build simply because I didn't know as much about real estate investing as I do now. So I wanted something that was a little bit easier from a time perspective. And what I mean by that is I didn't want to always have to be worrying about fixing something or having a new problem that I did not really have any experience with. So I called up my agent and she put together quite a few different options for me. But the majority of what she put together were brand new builds for that very reason. I made the decision that maybe she's right. There's something to this.

6:49Got the new build. Haven't really had any trouble out of it. And all the trouble that I have had has been warranted anyways. So basically, you put together your buy box, your criteria, what you were looking for, and then your agent came back to you with these deals. And I think that's such a great lesson for rookies as to like, that is like one thing you should be doing right now. If you haven't reached out to an agent or you haven't even got your first deal is really defining the criteria of what you're looking for and building out that buy box and building out your criteria of what you want in a house.

7:23So like the people who are searching for deals for you and even you, when you're looking for deals, scrolling them less, you know exactly what you are looking for. Ash, do you remember the guests we interviewed and his entire strategy was buying new builds? So for those who aren't familiar with the new builds, if you're buying in a larger subdivision, they'll typically release homes in phases. So they don't release everything all at once. They'll build out a small phase and then they'll set the prices there. Then they'll do their next phase and they'll increase the prices. The next phase, they increase the prices.

7:53And there was a guest we had interviewed where his entire strategy was buying these properties in phase one as a primary residence living there for one to two years. Sometimes he'd keep it. I think sometimes he'd flip them. By the time he got to phase five or 10 or six or whatever it may be, the value had increased so much and he could sell it for a big gain or do a cash out refinance to get some cash back. And that's how he built his entire portfolio. So I actually do really love the idea of the new build as a strategy. But sometimes it is a little trickier to get cash positive. So were you making actual cash flow on this deal?

8:29I would love to say that I was making cash flow on this deal. I'm going to go ahead and say no. It pretty much breaks even. And I kind of got a little lucky here because I purchased the property after it had been appraised. So when it was originally appraised for tax purposes, it was appraised as just the land value only. So that's what I paid for year one. Year two rolls around on paying the taxes on the dwelling as well. That being said, technically you could say I cash flowed, but I didn't actually pull the money out. I just left it in escrow. So all in all, I'm counting that as pretty much neutral.

9:00And I'm okay with that, especially as someone new with no expectations of hitting it right out of the park from the get-go. Give me something new. Give me something easy. Let me learn from it and then try again on the next one. So for a rookie listening, what are some of the things that maybe made you feel more comfortable that you were going to break even on this property? And what should a rookie look for or think about before they actually decide, you know what, I'm okay with doing break even? So one of the things that made me comfortable breaking even is because I had the cash reserves, just in case something were to go incredibly wrong.

9:35And who knows, hailstorm, house gets robbed, any number of things that happen, maybe they all happen at once. I've got the cash reserves to sort of mitigate against the risk. If you don't have the cash reserves, I would say maybe not go the route of going completely negative cash flow or neutral. But if you can partner with someone who can help you on the cash side, that might be a route to go as well. So long as the understanding is this is not a forever thing. And of course you have to do better next time. So would you do a new build again, Rashad? I guess you talked about some of the pros and cons, but given what you now know, do you feel that's a good first step for a rookie investor?

10:09I think it is a good first step for a rookie investor, specifically folks who are looking to invest, not necessarily in their local area. If they get something new, it's a little bit easier to deal with. And I do want to kind of quantify this in a time perspective as well. You are going to spend time managing your assets. There's no way around that. But for something that's new, it is a lot less time. For someone like myself who has a 40-hour-a-week job, I also get stuck in traffic at least two hours a day. That leaves me 10 hours that I'm already just dedicating to work. So I have to sort of use my time in a wiser manner to make sure it makes sense.

10:45So if anyone else is in that predicament, then sure. But if you have more time than you have money, I would say maybe the new build might not be the way to go. We have to take a short break, but we'll be right back. While we are gone, make sure to subscribe to us on YouTube at Real Estate Rookie. We'll be right back. Want to invest in real estate but don't have the time or know the best local markets? Rent-to-Retirement has got you covered. Here's the deal. They've helped thousands of investors just like you find turnkey homes across the best U.S. markets. And best of all, they do all the heavy lifting for you.

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13:34Yeah. So first off, we have an incredibly good relationship. There's no way I would try this with anyone, whether they're family or not, if I didn't have a good relationship with that person. And the conversations that we had were, what questions do we need to answer and put in front of an attorney to form our articles of organization? While we both trust each other, trust only goes so far in business relationships, and we've got the paper to back it up. So pretty much we were asking, what happens if either one of us dies? What if we come into a disagreement? What if I want to sell the property and she doesn't?

14:06Those sorts of things. All of those questions, I think an attorney goes a long way in helping people get. Now, shameless plug here. Ashley and I wrote a book, Real Estate Partnerships. You guys can pick it up at biggerpockets.com slash partnerships. But in that book, we talk about a lot of those questions, like what Rashad just mentioned, that you should ask before you get into a business partnership with someone. And another book that I usually like to recommend as well is called The Partnership Charter by David Gage. It's not specific to real estate investing. It's more so a general business partnership book.

14:35But another one that kind of prompts a lot of those questions to ask to make sure that the partnership stays smooth if things do get rocky. So you guys asked a lot of those tough questions up front. But I think even before that, Rashad, what made you feel that getting into a partnership was a necessary next step for you? Ah, I love this question. I got into a partnership for the reason that most people don't necessarily consider, at least not the investors that I know. It's for the time and skill set. We both have different time, different amounts of time, and our time, our free time lines up differently.

15:10Also, our skill sets are differently. I like to focus on the operations type stuff, and she likes to do what I call the nerd stuff in the back end. Running all the numbers, making sure I don't go too crazy with operations. From that perspective, I think it works out incredibly well. It's really what I look for is skills that complement each other. Time is another big one. And of course, they have to have a great personality if they're a partner. That's just something I look for because I don't want someone who's customer facing potentially to just have a terrible personality. And I personally think the last reason to ever form a partnership should be lack of money, especially if someone doesn't have skill.

15:44So after you formed this partnership, you guys decided to analyze over 200 deals before you actually found the right one. So was this a grueling process? And what was your process for actually sourcing these deals? Was it just MLS deals or did you have other tactics to bring deals in? Yeah, the process itself was, I would say, a learning process. It was not quick. And I don't want anyone to take away that it was quick or that we shortcut because we only did 200 or that 200 is a lot. You never know what the exact number is until you run the numbers enough and you're comfortable with it. But our process was is very lengthy.

16:23It essentially boiled down to looking at different zip codes in town for San Antonio and what HUD paid for those zip codes. We were specifically targeting Section 8. So that's how we were doing that. Once we found what HUD was paying, actually, once we found zip codes that paid pretty high, we looked at the price to rent ratio. That was also important. Then we started narrowing down to what fits inside of the amount of cash that we have. And that's how we pretty much landed on the first property that we found, which would have been perfect for us had the deal not following through. So Rashad, first, I appreciate you breaking down your process in such a systematic way.

17:00And when you say HUD, you mentioned that that's what Section 8 pays, right? So you're looking at who by the zip code is commanding the highest rent for Section 8 rentals. And then who has the best price to rent ratio? I mean, we're just comparing the rent to the actual purchase prices in those zip codes. And whoever has the best ratios where you kind of focus your time. So I love that approach. But were you just sourcing all of these deals right off the MLS? Were you working with wholesalers? What was your process for actually finding these different properties to look at? Yeah. Initially we were pretty much searching right on the MLS, which worked out pretty good through, I don't know, a confluence of conundrums.

17:36We ended up not purchasing when we wanted to purchase. So we had to wait a little bit longer and that's when the market was then swinging more towards a buyer's market. Then we were pretty much solely looking on MLS. We also used our agent who's been very helpful. She found some off-market deals and She also had some pocket listings. They didn't quite fit exactly what we were looking for, but they were really good. But yeah, MLS was, it was great. Even now the MLS is still great. Rashad, can you explain what a pocket listing is? Sure. Yeah. A pocket listing is just a listing that an agent has that necessarily, excuse me, a pocket listing is just a listing that an agent has that hasn't necessarily hit the market yet.

18:14So it's something that they're keeping in house that they can then set you up with before it ever hits the market. And now Rashad, you mentioned that the deal that you found that you're like, man, this one really actually does seem pretty strong that that deal actually fell through. What was the backstory there? Yeah, it was. I think we got some really bad vibes from the seller and also some bad vibes from the tenant. So we found this property. It was tenant occupied and HUD was already paying the housing choice voucher or section eight. And it was actually paying pretty good compared to what the monthly mortgage would have been.

18:48We found it, thought it was perfect. The seller did tell us that there was one thing wrong with the property prior to us going under contract. The one thing that he said was wrong was that there was a broken sewer line, which wasn't the only thing wrong, and I'm pretty sure he knew that. So we then go under contract, and that's when we find out, well, that broken sewer line then translated into a terribly cracked foundation. Just awful. That didn't turn us away up front. The thing that really turned us away was we sent our inspector over to do an inspection. He couldn't even do an inspection because the home was so, it was very occupied with belongings.

19:25I guess that's a nice way to say it. I've had a couple of those houses. Yeah. We fell out of contract because we couldn't even get a really good inspection. And there's just no way we're going to make an offer and follow through with it if we don't know everything that's wrong with the property, or at least most of the things that the inspector could find. It just didn't make sense from a business perspective. Just one thing I want to say, Rashad, is kudos to you and your sister for walking away. Because I think we've seen a lot of newer investors who get so emotionally attached when they've, like you said, you underwritten, you underwrote 200 plus deals.

20:00You finally found one that checks all the boxes. You're excited. You're like, okay, this is the one. We're here. We did it. And then you get to your due diligence period and things start to pop up that don't make sense. And oftentimes we can rationalize those things that are major red flags simply for the fact that we've got this emotional attachment to trying to get a deal done. But I think there's so much more discipline and the better investors. It's not about how often we say yes, but about how often we say no and our discipline in saying no. And I also appreciate that you said the foundation itself wasn't even necessarily what made you say no, because maybe that's something that we can get fixed.

20:33But the fact that you couldn't do an inspection at all could be tough. Now, I've actually never purchased a property that was tenant occupied. That's just always been part of my buy box. I don't want to deal with tenants. I want it empty. But Ash, have you ever had a property where you were maybe in a similar situation where you couldn't even get the inspection done that you did move forward with? And if so, how did you build that confidence in yourself? Yeah. I think I went into it knowing that it was going to need a full gut rehab on the property that this was a property that the actually like welfare family services had come in and taken this woman out of the home.

21:11She was 101 or 103 years old. I can't remember exactly. Living there alone. And it was the property was dilapidated. There was so much stuff in there. You could barely move. There was no heat except for one little fireplace. So she ended up being removed from the home. And then I'm assuming a court appointed attorney or somebody took care of the sale of the house and actually went on the MLS. And so we just bought the property knowing that this was going to be a full project. And we actually got pretty lucky in the fact that it was the first time I use a guy that has dumpsters and then he has a crew for doing garbage removal.

21:54So they've done a lot of rehabs for us. And this was kind of the first hoarder house where they were coming in to take us stuff out and they low balled it. And I feel bad because they really, really underestimated the amount of stuff that was in that house and how long it would take them. And, you know, looking at what they charge now just for like a regular clean out, like they definitely undercharged for, for that property for sure. But I would say like, if you can't like to make yourself feel okay, like you already have to have the mindset going and knowing everything needs to be ripped out and redone without being able to see what's happening behind or underneath all of this stuff.

22:36So Rashad, what deal did you end up landing on and what issues did you overcome as you went through that deal? Oh man, where to start with the issues? We'll start with the deal first. The deal, it was actually one that the agent had proposed to us a while back and we kind of thought, oh, maybe this isn't the one. We did a little bit more research. The pictures were terrible. There were only four pictures of the exterior of the home. And the listing agent wasn't even really willing to show us the inside of the home because it was tenant occupied until we went under contract. So automatically that just ruled out pretty much everybody that's not an investor.

Read the full transcript

23:09So we thought, ooh, this might be one of those unicorn things that we've been hearing so much about. So we went under contract. We looked in the house after that, it wasn't in great shape, but it wasn't in terrible shape. We ended up closing on it. I think we offered$94 ,000 and they came back at$93 ,000. Oh, it was$93 ,000 and they came back at$94 ,000. Yeah, that's more right. So we ended up purchasing it for$94 ,000 and the home, it has a valuation of$170 ,000. That's one person's valuation, but still that's pretty good. So we thought, okay, this actually seems like we need to follow through with it.

23:46As far as the issues goes, oh, there's a mound of roaches in that house. Just however many you're thinking, go ahead and triple that. There's that many in there. There is a couple of mice in the property. There's a little bit of mold. On top of that, the tenant was a little troublesome, but she ended up leaving pretty much a month later anyways. The property is empty now, which is another issue is getting it renovated. So yeah, it's got some things wrong with it. It's also not in the best neighborhood, which is fine. This property bought it for$94 ,000 and this was without you doing anything. It was already appraised at$170 ,000.

24:21Yeah, we did absolutely nothing to it. It's at$170 ,000 as it stands. And what is your plan for this property going forward? I am glad you asked. We originally started with a plan that has scoped a little bit further now. It's a three bed, one bath. We were just going to do some minor renovations, fix the mold, fix everything that could break down, basically mitigate the expenses moving forward. But then we thought to ourselves, no, that might not be the right plan. If we're already getting it renovated, it has a single car garage. We're going to convert that to a primary suite since there's only one bathroom in the house.

24:53Then once we do that, the goal is to still get a section eight renter in place. The rent in that particular zip code for four bedrooms, like$19.50 a month, that's the top. Doesn't mean we're going to get that. But still, that's a dramatic improvement from the$1 ,025 rent that the tenant was paying. And what would the cost to be Rashad on converting that, you know, from a three, one into a four, two. And how do you guys plan to finance that? Yeah, I'm actually really glad you asked that question. The original plan making the three, one a little bit better. It came in at right at$50 ,000, which is pretty decent.

25:28And I have my contractor coming back over today to finalize the bid, but he thinks it should be around 80 ,000 to get the conversion and get it completely made over, but I think we can cut it back to 70 ,000. As far as financing goes, we're more than likely going to look into a hard money loan. And I also have a community bank here in town that I'm going to approach as well and see what they have to offer, hoping that pans out. But if not, the hard money route is probably the way to go. I mean, with that much equity baked into the deal, I would imagine that there'd be some local lender, bank, credit union, whoever it may be that would be interested in taking that deal on.

26:02So this is me just like, if I'm you, that's probably going to be my first stop before I go to hard money because generally speaking, the local banks and credit unions will give you better rates than the hard money folks. So the property right now is vacant, right? As you guys kind of go through this process of getting renovated. And how much time do you guys think their renovations will take? My contractor can usually get things done pretty quickly. I think it'll probably be 12 to 16 weeks, but we'll budget for 16 weeks just to be on the safe side. So another four months of vacancy while it's getting repaired.

26:33So you had mentioned that you wanted to put a Section 8 tenant in this unit when it's completely renovated. What are some misconceptions that other investors may have about Section 8 that maybe you want to debunk for us as to why you've decided you want to go that route? Sure. I grew up in a small town in Shreveport, Louisiana, and I knew some folks who are on Section 8. And just like any renter, regardless of where the funds come from, there's going to be good tenants and then there's going to be bad tenants. Just because you have someone on Section 8 doesn't mean they're terrible for you or your property.

27:09All that means is you have to do your due diligence just as good as you would as if they were not on Section 8. The other thing about Section 8 that I don't know if I'd call it debunking, but I want to touch on is typically those folks stay in place a little bit longer because of their situation, which is unfortunate. But sometimes you have people staying in place 20, 30 years versus just your regular turnover. So I think I want to help people understand that Section 8 could be a good option simply because the amount of time that tenants stay in place mitigating the turnover expenses. And Rashad, I just got to give you...

27:41I got to say, anyone listening that's been an OG rookie listener from the beginning, did your eyes just get as big as mine when he said he was from Shreveport, Louisiana? Because that was Tony's first deal that he had was from that town. And we talked about it forever and forever. I thought it was Freeport, Treeport, everything but Shreveport. So Rashad, you're from Shreveport. Shout out to the 318, right? But did you ever think of actually investing in Shreveport? The more I learn about it, the more I consider it. Things that do scare me a little bit there is the property taxes because they're roughly the same as they are here in Texas, but the the average income is lower.

28:25So that does scare me. Also, the income of the, the area is just not the same as it is in other places. Would I invest there? Short of it is yes. It's not on my short list, but absolutely. There's some good spots in town. There are. And, you know, I had a really good first deal there, a really not great second deal there. But if it wasn't for the flood insurance, I think that second deal would have been great as well. But it's a market that relatively low cost to get into. And even though it's a smaller market, there's military there, which has been a pretty constant presence that brings a lot of military folks as well.

29:04There's surprisingly been investment from people like 50 Cent, trying to turn that into a bit of an entertainment hub as of late as well. So anyway, for anyone that's thinking, Shrewport might be a place to check out. But I think you might be the first guest that we've had that's from Shreveport. So, you know, small world. I love it. Yeah, hardly anybody's from Shreveport. That's a fair point. So we heard about Rashad's first and a second deal. But when we come back, let's find out about his latest REO deal. Do you want to invest in cash flowing rentals, but don't have the time to manage the properties?

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33:06Shopify powers 10 % of all US e-commerce with templates to match your brand, AI tools for product descriptions, easy email and social campaigns, plus 24-7 support. Start your business with Shopify. Sign up for your$1 per month trial today at shopify.com slash rookie. Go to shopify.com slash rookie. That's shopify.com slash rookie. All right. Welcome back. We're here with Rashad and we talked about the first couple of deals, but I want to talk about a deal that you bought solo, which was an REO deal. First, can you explain for folks that aren't maybe familiar with the term, what is REO? What does that mean?

33:44Yeah. REO is real estate owned, which basically translates to the property was more than likely foreclosed on and is now owned by the bank and probably going to go up for auction. And REO, I think a lot of people, especially coming out of the 2008 crisis, that was a big term. Everyone's buying these REOs because there were so many of them. I feel like the volume of that has definitely dried up a little bit and you don't hear about it as much. But the benefit of these REO deals is that oftentimes you can get them at significantly below market value. So how did you come across this REO deal? Was it just, again, listed on the MLS?

34:20Was it a pocket listing? Was it somewhere else? How did you find the deal? Yeah, I actually found this deal in the process of analyzing homes to purchase with my business partner. I found this one on the side and go, I might keep that one for myself. Now I presented it to her and she passed up on it. But yeah, it was just on the MLS and I saw it and I told my agent about it. She told me that, yeah, this one's going to come up for auction soon. So we pretty much had to go over there on one of my lunch breaks. I didn't even eat that day. Just went over, checked out the house. Didn't even necessarily know 100 % what I was looking for.

34:50But from my knowledge, it seemed like a solid deal. Of course, I didn't know what the price was going to be. That was up to me. But yes, that was an MLS deal. I've bought one REO property and it was on the MLS also. And I think it was like originally listed at like$90 ,000 and they just kept dropping the price. And this was like right before COVID. And then I actually bought it right in the height of COVID, like March and April. I got it under contract. I think I closed in like June and I bought it for like$29 ,000. But it was a very interesting process, kind of like having my agent deal with the bank and their attorney because in New York State, you have to use attorneys, but a very different process, but a very, very good deal that we were able to get the property for.

35:40Ash, what was that process? I've never purchased REO before. So how does it differ from buying from a traditional seller? Yeah, honestly, it wasn't much different. It was more of just like the communication aspect of like my attorney trying to get a hold of them, like the back and forth. My earnest money deposit check got lost. I had to send out a new one. So it was just having to deal with the back and forth between the attorneys. But, you know, they would like threaten that there was like timelines and these need to be done and stuff and then like no follow through. So it wasn't more that the process was different.

36:21It was just that it was more difficult to actually move forward with the flow of the deal, I guess. And Rashad, what about for you? Like, how was the experience in your cell? Like, were you able to do an inspection? Could you negotiate in the same way that you can with the traditional seller? How did that process look like for you? I did get the opportunity to do an inspection, but unfortunately, the inspector couldn't come out in time. So we rolled forward anyways. For me, I found it like the day, it was two days before the auction, actually. So we just kind of had just rolled through it, just said, hey, we're gonna do this thing.

36:57It was just a lot of me talking with the agent, understanding what I wanted to offer, even though it was listed for sale at a certain price on the market. it was just basically doing that communications and letting her know this is my top dollar. So Rashad, I want to compare this deal to the deal with the foundation issues that we talked about earlier. Both of those deals seem like on paper, really good opportunities, but some question marks around, okay, what's the condition of the property? And neither one could you get in and do a full inspection. But with the first one, you decided to not move forward with the deal.

37:31But with this REO opportunity, you decided to move forward with the deal. What was the difference there? Like, why did you have the confidence the second go around, but not the first time? Honestly, that confidence comes from listening to podcasts like this one and the OG Bigger Pockets podcast, as well as having investor friends out in the community that said, hey, this is how you can get in and improve the situation. And also learning about hard money. That's my first hard money loan. And it actually worked out pretty good. It gave me the confidence to walk in, do a little bit of inspection myself.

38:00I could see obviously the foundation needed some work. I could see the roof needed some work. And pretty much like 70 % of the things that I identified were the same thing that the inspector said, which gave me even more confidence. I did get an inspection, but it wasn't until after I put the home under contract with no option to back out. So I think the lesson there for our rookie audience, and this is a point that Ashley and I try and drive home all the time. And Rashad, you actually said this earlier, is that the purpose of your first deal and even your second deals, not necessarily to retire you from your day job.

38:34The goal of those first few deals is to build your confidence so that your third deal and your fifth deal and your 10th deal become a little bit easier. And it is such a common occurrence where we see the complexity of deals start to increase as you go from deal one to deal two to deal three to deal five because every deal builds a little bit more confidence than the last one. And even though we're only talking one or two deal difference, you walked away from the first one because it just didn't feel right. Yet you confidently moved forward the second time around because you had built up that confidence.

39:09So I think that's a really important point for our rookies to understand. Now, do you feel that you bought it at the right price, Rashad? Like given everything that you couldn't get into it before and what was actually the right deal to move forward with? I think for multiple reasons, it was the right deal to move forward with, with price being probably the least important one. I think I might have overpaid by about$10 ,000. Even my agent was signaling to me that maybe this is overpaying a little bit. And she even coached me through the decision I had to come forward with was, am I willing to overpay a little bit to stop the search?

39:43And for me, I think it made sense to end my search, even though I did overpay. We talked about a little bit earlier. I have at least 50 hours a week dedicated towards work and commute. That doesn't include anything else I do. So that's time that I'm losing and time itself is, in fact, money. So moving forward with it did make sense. But for me, the main reason I wanted to move forward with it, and maybe, Tony, you'll appreciate this, is because of the area that it's in, it is great for short-term rentals. And there's only so many rental permits that the city is giving out. And that one actually does qualify for the permit.

40:16Oh, wow. Interesting. So like you're paying the 10 grand to buy the permit. Basically, you know, there's like that's how liquor license work in New York. You know, like they only issue so many liquor license and like my liquor store doesn't make a ton of money. But it's the fact that I had the liquor license in that area for the only store that can come in in that area. So that's like the true value of it. So you can also frame it that way as you paid that extra$10 ,000 to actually be one of the few that has that short-term rental permit. So now with this property, what is the status of it today?

40:52Oh, yeah. The status of it today, it is week number 17 of the renovations, and they are putting the finishing touches on it. I'm actually going to drive by there in probably an hour or so, make sure everything looks good and get ready to refinance it next week. That was hard money. So I'm going to go into a debt service coverage ratio loan with my entity. But yeah, it's looking good. Did overpay a little bit, but the numbers support it. So what did you end up buying it for? Again, what was the price for that? And then what do you think it's going to end up appraising it? Yeah. So I ended up purchasing it 160, which is slightly higher than what the average was for homes in that zip code in that condition.

41:32And the ARV was estimated to be 265. I just had a recent valuation done at 269. The home wasn't completed. They're going to do another one at the end of the week. Hopefully it comes in at at least 275. But even if it comes in slightly over the original projections, I'm okay with that. And what did you put in for the renovation costs, Rashad? So this is also a fun topic. I was estimated to put in 88 ,000. But as I knew it was going to be a short term rental, I had a few extra things done, rewiring the electrical, putting in an EV charger, things like that. So I ended up total withholding costs.

42:07Today I'm at 102. So that brings me from pretty much 160 to 262. So it's appraising for right around what you bought for it and what you put into it. So when you go ahead and refinance this property, how much are you planning on leaving into the deal? Is it going to be 20 % more? Yeah. When I refinance a property, I'm not going to pull anything out of the deal. I think it might make more sense to not be over leveraged. I don't think I need to at this point in my life and where I stand financially to take any money out. It just doesn't make sense for me. So yeah, leaving it all in. Yeah. And I just did the quick math, right?

42:41Like assuming you can get 80 % LTV on that 275, I get you to about 220 on your loan balance. So you'd leave about 45K in the deal, give or take. And just like ballpark. So are you committed to this being a short-term rental? Are you so open to it being like a long-term rental as well? I am mostly committed to the short-term rental prospect because of where it sits is the first reason. Second reason, I think hosting, I don't know, I've always been good at customer service and I kind of miss it. I'm not customer facing anymore. So I kind of want to get back into it, but also for tax purposes, I'm talking with my accountant and yeah, it makes sense for tax reasons to have at least one short-term rental.

43:22We have to talk about this. Tony, let out the secret. So I'll give like the quick rundown. So what Rashad is talking about is what's known as the short-term rental tax loophole. And it's not really a loophole. It's like written into the tax code. But basically, if you own a short-term rental where your average length of stay, so the average amount of time that a guest stays at your house is seven days or less, then it qualifies for this tax loophole, where basically you can take all of the paper losses from your short-term rental and apply those against other forms of active income, aka your day job.

43:57So there are a lot of folks who go out and they purchase short-term rentals. They get a big paper loss by doing what's called a cost segregation study and leveraging what's called bonus depreciation. And those two things combined oftentimes can significantly reduce or sometimes eliminate the tax bill from your day job. Now, I'm not a CPA. This is not professional tax advice. Go talk to an attorney. But that is a strategy that a lot of folks use to really supercharge their tax savings and their tax returns. Now, there are certain requirements you have to hit to be able to do that. It's called material participation.

44:30But just know, talk with an attorney or with a CPA and they can kind of give you all the ins and outs of it. So Rashad, before we wrap up here, what is the biggest mistake that you think you've made across all of your deals? And how has it actually changed the way you think about a deal moving forward and how you're underwriting and how you're going to operate the deal? I still think my biggest mistake was that third deal that we talked about, not fully getting an inspection done before going under contract with no contingency. That was a mistake. I would never do that again. That was a risk I was willing to accept one time for the purpose of propelling my finances forward.

45:07I would not do that again. I would say to everybody out there listening, make sure you get an inspection done. And more importantly, make sure you understand the things that are in that inspection and what it takes to mitigate the risks from the deficiencies. Well, Rashad, thank you so much for joining us today. We really appreciated you coming on to the show and sharing your experience and the knowledge that you've obtained over the years of your real estate investing. Where can people reach out to you and find out more information? Yes. If you guys are interested in seeing what I'm up to, you can check out my YouTube.

45:36It's youtube.com slash at king underscore crispy with a K. Outside of that, you can reach out to me on Bigger Pockets. I'm Rashad George. To my knowledge, I'm the only one. I don't know why, but that YouTube name is making me think Burger King, like the king and a crispy chicken sandwich. But I did read when you submitted your guest application that you have been documenting your whole journey of this process and specifically one of your properties, right? Showing the whole process start to finish. Yeah, I'm documenting it. The documentation of it is not as good as it could be. So the beginning is a little rough, but the ending parts are getting a little bit better.

46:18But yeah, I decided to document it. Not the work that's happening, but specifically what it looks like from the investor standpoint. So that is documented and it is on YouTube. Awesome. Cool. I can't wait to check it out. Well, thank you again so much for joining us. I'm Ashley. He's Tony. And this has been an episode of Real Estate Rookie. And we'll see you guys next time. Hey, rookies. If you're watching this, we want you to apply to be a guest on the Real Estate Rookie podcast. That's right. Ashley and I are looking for amazing stories just like yours to be a part of our Real Estate Rookie Podcast.

46:46Now look, you don't need to be an expert. You don't need to have done thousands of deals. Even if you've done one deal, your story could help inspire the next listener. As a rookie investor, especially if you just got your first deal, it is all fresh in your minds and you are the best person to tell your story, give your experience on how you got it done to help someone else get their first deal. So head over to biggerpockets.com slash guest if you want to be a part of our show. Again, that's biggerpockets.com slash guest. And we'd love to have you on.

From the publisher

Think you’re too busy to own rental properties? Real estate investing doesn’t have to dominate your time or energy. Today’s guest is living proof, having built a three-property rental portfolio in just two years—all while juggling a 50-hour workweek!

Welcome back to the Real Estate Rookie podcast! When Rashad George sold his primary residence for a $100,000 payday, he realized that real estate was the missing piece in his quest for financial freedom. Despite being swamped at his eight-to-six job, he found ways to start small, buying a new build investment property that required very little upkeep. Then, he graduated to more difficult projects needing cosmetic rehabs and eventually, full-gut renovations.

Now, Rashad has settled into Section 8 investing, which delivers consistent monthly cash flow while he continues to advance in his career. In this episode, he busts some of the myths surrounding this investing strategy, shares how he structured his first real estate partnership, and shines a light on the tax loophole he uses to offset his active income!

In This Episode We Cover

How Rashad built a 3-property portfolio in two years (while working eight-to-six)

How to get consistent monthly cash flow with Section 8 investing

What you need to know before forming your first real estate partnership

The short-term rental tax loophole you can use to offset your active income

How to find and buy discounted real estate deals at an auction

And So Much More!

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