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Deal of a Lifetime? How to Structure a Win-Win Seller Financing Deal (Rookie Reply)

Deal of a Lifetime? How to Structure a Win-Win Seller Financing Deal (Rookie Reply)

Money is often the biggest barrier standing between a rookie investor and their first deal, but there’s a creative way to buy a rental property that doesn’t require draining your savings or putting much down at all. We’re talking about seller financing. In today’s market, you may have even more leverage to negotiate these kinds of deals. Tune in as we break one of them down!

Welcome to another Rookie Reply! We’re back with more questions from the BiggerPockets Forums, including one from an investor who’s struggling to find great real estate deals due to higher mortgage rates. While it’s true that today’s rates could eat away at some of your cash flow, you can still find properties that meet your long-term goals. Waiting for rates to drop could cost you!

Don’t have the cash for your next investment property? There’s a creative financing strategy that could allow you to put very little (or no) money down. We share how to negotiate and structure one of these deals so that it’s a win-win for both sides. Finally, should you move to invest in real estate? How do you pick the right market? It’s not as tricky as you probably think!

Looking to invest? Need answers? Ask your question here!

Click here to listen on Apple Podcasts.

Listen to the Podcast Here

Read the Transcript Here

Ashley:
Today we are going to go over getting started. What options do you have available to you as a rookie investor? We’ll also go over purchasing a property from family, including how this deal has seller financing wrapped into it. We go over what’s the best way to structure it. This is the Real Estate Rookie Podcast. I’m Ashley Kehr.

Tony:
And I’m Tony J. Robinson. And with that, let’s get into today’s first question.

Ashley:
So today’s first question is from Trevon in the BiggerPockets Forums. I am a new investor who is in the process of buying my first rental property. I have gotten a pre-approval letter from the bank for a mortgage loan. Seeing that the interest rates are high right now, it’s looking like my room for profit is limited. Is now a good time to go through with this or take the capital I have and try to invest it into another real estate deal. I am located in Georgia. Just a quick background on myself. I started in Airbnb but didn’t own the property, a. K.a. Airbnb arbitrage. Therefore, I didn’t have that much valuable insight as to what investment options I could make. So I would love some input from experienced investors on the right moves to make. Thank you in advance. Okay. So to kind of summarize this here, this is an investor that has some capital.
They want to buy their first rental property. They’re saying profit is limited as in their cashflow because their mortgage payment is going to be higher because their interest rates are high that they’re looking at. So I think the first thing I want to recommend is do you actually know that? Do you actually know that the cashflow is limited on the deal? Have you been analyzing deals going through, analyzing five a day, 10 a day, just to go through and see what the mortgage payments would be on each of them and what you could rent them out for and what the cash flow actually is. Because there are still deals out there, even with paying interest rates now high interest rates compared to a couple of years ago when you could get an interest rate for 3%. But that doesn’t mean that there aren’t deals out there.
There’s definitely more room for negotiation when buying the deal. So you can get most of the time a deal for less than you would’ve two years ago when interest rates were a bit lower or three years ago. So don’t get caught up on not buying just because interest rates are high right now. Who knows when interest rates will be back down to three, 4%?

Tony:
If ever, right?

Ashley:
Yeah. Yeah. And that is a really big opportunity cost that you would be missing out on not getting a deal now, waiting to time the market perfectly. I’m under contract on a deal. The deal is still going to work even with current interest rates.

Tony:
Yeah. I couldn’t have said it better myself, Ashley. I think a lot of new investors are anchored right now in the 3% interest rate environment that we saw for a brief moment in time. So much so that they’re passing up on deals today because they’re hoping that those 3% interest rates will come back. But everything that we’re seeing from just like a macro economic level, nothing’s pointing towards rates at any point in the near future getting back to what we saw in that timeframe coming out of COVID. So the goal isn’t do I wait for rates to come down. The goal is how do I invest today in a way that still allows me to achieve my goals? Knowing that the higher interest rate is a real challenge that we have to overcome or maybe an obstacle that we have to navigate. I think that the thing that I would want to get clarity on is what are you actually trying to optimize for here with this first deal?
Are you trying to optimize for cashflow? Are you trying to optimize for long-term appreciation? Because maybe you’re a teacher and you love being a teacher and you’re just trying to buy some real estate to help supplement your retirement. Maybe you’re a high paid executive who hates his job and wants to leave as soon as you can. So you’re really optimizing for cashflow. What is it that you’re optimizing for? And if it is cashflow and you feel like it’s really slim on this deal, and again, to Ashley’s point, how many deals have you actually analyzed? But if you feel like it’s slim and that’s what you’re optimizing for, then yes, by all means, don’t pull the trigger on this one. Go search for something else. So I think a lot of it comes down to, “Hey, what are your goals? What are your motivations? What are you optimizing for?
” Because if the question is, is there a better deal out there? Probably. It’s just taking the time to actually go out there and find it.

Ashley:
We have to take a quick break, but when we come back, we’re going to talk about how to acquire property from an aging family member. We’ll be right back. Okay. Welcome back. This next question comes from Matt in the BiggerPockets Forums. I could use some community input on how to handle a sticky family situation. I have a family member with two eight unit properties in Central Philadelphia. Each property is worth about $2 million today and mostly occupied. The family member has had the buildings for decades and managed them on his own, but he is 80 years old with health declining, cannot properly manage them anymore. Each property probably needs 200 to $400,000 worth of work for deferred maintenance, repairs, and moderate upgrades. He would like me to take them over for him. He’s willing to sell at a discount with or without a seller note to put them into a trust with me as a beneficiary as long as I agree to take over all management responsibilities directly or indirectly.
He wants some cash either in a lump sum or annuity in the form of interest and principal payments or continuing to receive majority of income. I live in Washington DC and have a busy career, so I assume I’ll need to have a local manager. I’m a novice with no real estate experience. If I do not take on the properties, he will sell them within the next 12 months to an unrelated party, and I will never receive any portion of the proceeds. I don’t mind putting in some time and effort, but I want to make the best decision for all involved. I have about 250,000 in cash and 1.4 million equity line of credit at 6.5% interest. What should I do? That’s actually a pretty good interest rate for a line of credit. I just got a notice the other day that my line of credit rate had just changed a 7.75, I think.
But it’s also a lot smaller line of credit for, I think, 100,000, not 1.4 million too. So that could definitely make a difference in what the interest rate is too.

Tony:
Yeah. Andy’s got a quarter million just cash that he can go deploy as well. So I mean, sit in a really good position, but Ash, I mean, I don’t know. I don’t really see a lot of challenges here. This feels just like a lot of opportunity to make it a win-win for both parties involved. I mean, in the question, he very clearly stated that this family member is open to either a lump sum or ongoing payments in the future, potentially seller financed. If I’m in this situation, I think the first thing I’m going to do is just offer exactly that. “Hey, uncle or whoever this person is to you, I’ll buy it at this purchase price. I’m going to ask for no money down. That way I can take the cash that I have and put that into the 300K of deferred maintenance, but then I’m going to pay you at a fixed interest over the next whatever timeframe you guys agree on and that’s how you’ll get your steady cash flow without having to actually worry about managing this property.
So is that something that you’re interested in? “That’s where I would start, Ash. I don’t know. Are you looking at it differently?

Ashley:
I just went back and reread it and I missed this one word. It said or. It didn’t register. I don’t know if I actually read it, but he says he is willing to sell at a discount with or without a seller note or to put them into a trust with me as the beneficiary as long as I agree to take over all management responsibilities directly or indirectly. So basically he has two options here where he can buy them at a discount right now, have full control of them, wreak the benefits of them, or he can inherit these properties, but has to take over management responsibilities until he becomes a beneficiary of the trust. So basically when this family member passes away. So I actually think I would go for the long-term play. I think I would put them into a trust. I would hire the third party property management company and I would do asset management and oversee that.
And I would do that little work to inherit $2 million worth of property. And I mean, say he lives another 10 years, another 20 years is making $2 million over 20 years worth it. And plus the properties will hopefully appreciate even more over the period of time. Plus too, I don’t know a ton about trust, I know a little bit, but also too, a lot of times when you put a property into a trust, when the trust actually kicks in, you become the beneficiary, you take the tax basis becomes what the value of the property is when you inherit it. So say right now the properties are worth two million or say he bought them however long ago, there’s probably a large amount of it’s already depreciated. So if the grandfather was to sell them, he would pay all these capital gains tax because there’s just going from two million to say he bought them for even half a million however long ago or whatever, he’ll pay capital gains tax on that.
And then you have this new tax basis that whenever you sell the properties, you bought them for two million and then you sell them for four million or whatever. But if you have them in the trust and in 10 years he passes away, your new tax basis is going to be whatever they’re valued at when the trust kicks in. So now say 10 years later, they’re valued at three million and you go and sell them for three million, you’re going to pay $0 in taxes on the property. Now, this is not all trust. There may be nuances and things to that that may happen, but that is one situation where this could be a big benefit to you, but also to the family member too, where they’re not going to pay capital gains tax selling it to you. And then he did mention our financing was an option and that of course would offset some of the capital gains.
But I think I’m not taking ownership. I think I’m going the trust route and I’m going to do the work as the asset manager to oversee that the property manager is doing their thing. The only concern I have is that the properties do need work, that 200,000 to 400,000. So I would also try to negotiate that you would lend that family member the money to do that from your line of credit and then they pay your line of credit back. So you set up some kind of payment plan where it’s coming out of the profits, you’re lending them the money and you’re, say you’re getting charged six and a half percent, maybe you charge seven and a half percent and you make 1% off of it. But knowing that these properties are going to be yours and you want them taken care of, but you don’t want to have to dump in $400,000 of your own money and sit and wait, which could be even 30 years till he passes away.
Hopefully he lives that long. So I think doing it as you’re lending the money to fix them up and then he’s paying you a percentage every month of principal and interest payments out of the cash flow of the property every month.

Tony:
It’s a really good point, Ash, and I think I overlooked that part of the question as well. I do feel like it maybe also comes down to what this person’s strategy is going to be with the deal. If they also plan to hold it for the rest of their lives, like this family member did, then yeah, keeping it through the trust actually might be a better option, both from a tax perspective and I guess even almost like an asset protection perspective, right? But maybe that is the right play. But if maybe his goal is, “Hey, I want to buy this and then maybe 1031 in the next five years into something bigger.” And instead of two eight units, I want to go out and get like a 50 unit somewhere, having actual ownership and control of that asset might be more important. So as with a lot of the questions that we try and answer on the rookie applies, maybe a little bit more context around this person’s goals and motivations would help, but it’s clear here that both of these paths I think offer some benefits is just what aligns more with what it is you actually want out of this deal and what makes the most sense there.
I actually don’t know, Ash. If there’s debt on a property that’s in a trust, when that person passes away, what happens to that debt? Does it just automatically get reassigned to whoever owns that trust?

Ashley:
A lot of times the trust has to sign. So whoever’s the executor of the trust, they have to sign to get the debt. So if the property’s already in the trust, I know that the executor of the trust has to sign for the debt. So the debt is also in the name of the LLC, it’s in the name of the trust, and then usually the personal guarantor. So it would be the family member at this time guaranteeing the debt on a personal level. So the trust would already be part of the debt. I don’t think a bank would lend on a property that was in a trust without making the trust sign on the loan docs either. I used to work for an investor where he had stuff in trust and that’s how it was always done. The bank would make the executor of the trust sign for the loan too.
I don’t know how it works if you have debt on the property and then it’s transferred into the trust and then the person passes away and then you become the beneficiary. That I don’t know. I know for the investor I worked with, he would have big insurance policies so that life insurance policies that’s a trust owned. So in that circumstance, the insurance policy would kick in and that would be used to pay off the debt on the properties. But I don’t know if that was something that the bank required to have once it was put into a trust. So because a trust like your deed usually still says your LLC or whatever, and that’s what the bank looks at. So I don’t know. I’m definitely not a trust expert. I’ve just seen things and they could be wrong and they could be right. I have no idea.

Tony:
You are not our resident trust expert today. We interviewed Brian Bradley, and guys, don’t quote me on this, this was like probably a few hundred episodes ago, but he talked about asset protection, all the different layers. And maybe we need to bring him back to give us a refresher on trust and when to use him and questions like that. “What happens if I buy it on my personal name, then I transfer to a trust and then I pass away? “What happens to the debt? And the reason why I asked that question, Ash, is because I think it does give us some insights into what the person who asks this question should be doing if they want to keep it in the trust to make sure that that process goes as smoothly as possible once that family member passes away. But your questions.

Ashley:
And I think too, make sure you have it in writing as to what your roles and responsibilities are as the manager. So do you get to make decisions? Because what if the family member, I think he’s getting older and older and he can’t make sound decisions. Maybe he’s just not there all anymore, but he still is the owner of the property. You also don’t want to get into a decision where he’s saying,” No, I’m not spending $50,000 on a new roof. It’s fine. “And then there’s leaks coming into the tenant’s apartments and you don’t want to put your own money in to fix it when you don’t own it. So I think be very clear as to what do you have control of and what happens in these certain circumstances when there is a capital infusion that needs to be put into the property too.
Okay, we’re going to take our last break and we’ll be right back after this. Okay, let’s jump back in. Our next question comes from the BiggerPockets Forums and it is from Jade. We’re new to real estate and I’m looking for advice for more advanced members. I’m a registered nurse and my husband has a plan to get an apprenticeship and carpentry. So our first option is we would move to California and live in an apartment. Our main house, which is in Wisconsin, would be rented out as a long-term rental. I work as an RN and my husband wants to get an apprenticeship. So option B, we would buy a five to six bed house somewhere, doesn’t matter where, and live with three other people who would pay us rent and we would live there with them and we can do the apprenticeship and I can be an RN while we get into our corporate housing business.
We just don’t know if buying a house in the next few months is going to be worth it with the market. What do you guys think and where would be a good area to invest in a five to six bedroom house in the USA? The options. I love this. You know what? We’re going to move where it makes the best deal. We had Austin Wolf on before on an episode and he literally did that. He analyzed markets and he moved to a market. His job was remote just because he wanted to live there and house hack for a year. And after a year after he house hacked, he moved back to where he had lived before. He missed his girlfriend, I think he said. But he literally did this. And I think that is such a cool thing to be able to do, to set yourself up financially by moving to the right place.
The first option was moving to California. I think that I’m going to say that this would not be the best market, and especially tax-wise and-

Tony:
Well, that was my follow-up question is like, why California? They didn’t really mention what the motivation was to go to California is because you feel that both of you will end up making significantly more money in your jobs if you were to go to California is because you’re from there and you want to get close to family, what is the motivation there? And they also said, Ash, if they do the California move, that they would rent out their current home in Wisconsin. But I guess the other question is if they go out and buy a five or six bedroom somewhere else, are they doing the same thing with that property in Wisconsin or are they selling that property to help fund that next five or six bedroom purchase? Because if in either way you’re going to turn the property in Wisconsin to a rental, and I feel like that kind of changes things because then it’s just, okay, well, where can we go to actually make the most money and net at the end of the day, have the most money in our pockets?
And if it’s saying in Wisconsin and being an RN and the carpenter apprenticeship, then just stay there because you know that market, you can buy in that market again. But again, if you’re going to California because we can make significantly more in our line of work than we can say in Wisconsin, then I think it makes sense to go there. So I guess just some clarity on what they plan to do with that house in Wisconsin, if they want to buy that five or six bedroom would be helpful as well. The other part of this question was like, what market should they focus on? And if we had a nickel for every time someone asked, “What market should I go invest in? ” Guys, the truth is 20,000 cities in the United States. There are plenty of cities across the country where it makes sense for you to invest.
The goal isn’t to find every single one because that would be impossible. The goal is just to find the cities that actually match what it is you’re looking for. So we want good population growth, maybe low crime, good schools, those are the benchmarks, job diversity, those are the benchmarks of markets that tend to do well for traditional long-term rentals. So if you can get that in Wisconsin, then just stay there, because again, you know that market you’ve already purchased there. But if you’re not seeing those signs there, then yeah, by all means, you can go somewhere in the Midwest, you can go somewhere in the Southeast, Google best places to invest. And I’m sure everyone’s done a list on what that looks like. So I think I would spend less time necessarily worried about the actual city and just more time focused on what are the criteria that we’re focused on and just filtering cities through that to see if they actually match because there’s a good chance you can just say where you are and it works out fine.

Ashley:
Well, thank you guys so much for joining us today on this week’s Rookie Reply. I’m Ashley, he’s Tony, and we’ll see you guys on the next episode.

 

Watch the Episode Here

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In This Episode We Cover:

  • The keys to negotiating and structuring a seller financing deal
  • How to find and analyze cash-flowing real estate deals in 2026
  • The huge opportunity cost of waiting for mortgage rates to drop
  • How to pick a real estate market that aligns with your investing goals
  • Whether you should move to invest in real estate (or stay put!)
  • And So Much More!

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