In short
2026 housing-market shifts and how rookies should respond; what to do between getting under contract and closing; whether and how to invest out of state from a high-cost market (SoCal).
Guests
Ashley Kerr and Tony J. Robinson (hosts of Real Estate Rookie Podcast). They reference other investors/guests: Han Stone (assisted living facilities) and Devana (sober living facilities) in Southern California.
Key claims
Don’t time the market; buy based on conservative underwriting and deal cash flow. Refinance should not be the reason to buy. After contract, follow a checklist (attorney/title, inspections, due diligence, lender docs, utilities, insurance, contractors/lock changes). Out-of-state investing works by building a local team and using agents/contractors; also consider alternative property types beyond traditional long-term rentals.
Notable examples
SoCal rental math ($700k–$900k, $3k–$3.5k rent) may not cash flow; Louisiana first deal; weekend market trip + agent/property manager walkthroughs.
Written by AI. May contain mistakes. Listen to the episode to check what was said.
Chapters
Tap a time to open that second in VOUnderstanding the Shifting Housing Market
0:31 to 6:00
Discussion on changes in the housing market, particularly for rookie investors in 2026.
“With that, let's get into our first question.”
Transition to Ad Break
6:00 to 6:11
Brief transition before the ad break.
“we're talking about what happens after you get a property under contract because this is where a lot of rookies make expensive mistakes and we wanna make sure that you are not one of them.”
What to Do After Getting Under Contract
9:23 to 10:45
Essential steps and checklists for rookies after securing a property contract.
“you should be doing when you get your offer accepted.”
Transition to Next Question
11:53 to 13:01
Moving to the next segment about investing in high-cost markets.
“If I had to hire someone to join the BiggerPockets team, I wouldn't just go looking for someone who checks a few boxes on a resume.”
Investing in High-Cost Markets
13:19 to 14:01
Advice for investors in expensive markets considering out-of-state investing.
“The last question today, and this one is for anyone living in a high cost of living market who's been staring at deals that just don't make a ton of sense, and they're just wondering if there's a different path forward.”
Strategies for Out-of-State Investment
14:01 to 16:41
Learn various investment strategies for high-cost markets and out-of-state deals.
“What do I need to have in place before I pull the trigger on my first out-of-state deal?”
Transcript
Automatic transcript. May contain errors.0:00Ashley Kehr:The housing market in 2026 is starting to look different than it did 12 months ago. Prices are softening in some markets, rates have eased slightly, and sellers are more willing to negotiate than they have been in years. The question is whether you are positioned to take advantage of it. And if you finally got a property under contract, congratulations, but the work is not done. We're going to walk you through exactly what needs to happen between now and closing day so nothing slips through the cracks.
0:30Ashley Kehr:This is the Real Estate Rookie Podcast. I'm Ashley Kerr. And I'm Tony J. Robinson. With that, let's get into our first question. And our first question today comes from the BiggerPockets forums. And it says, I've been reading that 2026 could be a good year to buy because the housing market is starting to loosen up a little after a few tough years. Mortgage rates have come down slightly from 2023 and 2024 highs, and I'm seeing more price reductions in my market than I was a year ago. My question is, How do I actually read what is happening in a local market to know if conditions have genuinely improved?
1:03I do not want to convince myself the timing is right just because I want to buy. What data should I be looking at and how should a rookie be adjusting their strategy going into 2026 compared to what was working or not working in 2024 or 2025? It's a fantastic question. I agree with a lot of what this person who asked this question has said, but I think there's one caveat or maybe correction that I want to add. From pre-COVID, you know, 2018, 2019, all the way through, you know, the peak of COVID, 2020, to that moment afterward, when things just were going crazy, right? Super low interest rates, 2020, call it to like maybe late 2022.
1:42And even through 2023 and 2024, we saw different versions of the real estate cycle, right? We saw incredible competitiveness coming out of COVID. We saw really, really low interest rates. Before COVID, it was a little bit more of a stable real estate market. But I share that to say that during all of those different versions of the real estate market, people were still buying. Investors were still investing. And I think if a rookie investor gets too caught up on answering the question of, is now a right time to buy? They may inevitably talk themselves into the answer always being no. And that they're always waiting for maybe a better time to get started and better conditions and better interest rates and more willing sellers and whatever it may be.
2:26As someone who's done a decent number of deals and had the good fortune of talking to people way more successful than I am in the world of real estate investing, one thing holds true is that while maybe the volume and speed of your transactions may ebb and flow over time, the idea is that you're continuing to look, you're continuing to purchase. And what dictates whether or not you buy a deal is not necessarily, what are interest rates today or how willing are sellers to sell something. The bigger question is, if I've underwritten this deal conservatively, does it work? And as long as you can say yes to that question, everything else kind of doesn't matter.
3:02So I just want to highlight that first, just from a mindset perspective, because I feel there's a lot of rookies who are probably hearing this question thinking, man, I've been thinking the same thing when really the question should be slightly different. Yeah, I really think that you can't time the market.
3:15Ashley Kehr:So you shouldn't even be considering if right now is the good time, have conditions genuinely improved because you should be basing it off the numbers of now. So if you're going to wait for the perfect timing, you're never going to know. You can have every expert tell you what they think is the perfect time to buy. But really, any time can be good to buy if you find a good deal. And you're looking at, you know, if you're running the numbers based off of what the actual numbers are and the property still cash flows, then it is still a good deal, even if you're paying 8 % interest rate. And all that means is that especially, and I want to also clarified that this stays true for long-term buy and hold.
4:04Ashley Kehr:So that could be a short-term rental, that could be a long-term rental, but a property that you intend to hold for a long period of time and have multiple options with so that you're not going to have to sell this property in a couple of years because that's where you do get into trouble where you purchase a property and you did pay higher because the market was up, but now you need to sell it two years later and the market is down and you're not going to be able to recap what you put into it, let alone get enough to pay off your mortgage. But if you are going after a deal where you're able to hold it for a long time, interest rates may come down.
4:39Ashley Kehr:They may not. But your deal needs to work at whatever percentage you're buying it at. If you're down the road, rates drop, you can refinance and that's a bonus. You should never buy the deal based off of the fact that you can refinance later on and it will make money then. So don't get caught up in what's happening right now. If the market is bad in your area, there's probably going to be good deals. If the market is hot in your area, it's going to be harder to find good deals. So don't get caught up too much on what's actually happening as far as interest rates and things like that, look at specifically the deal and do the numbers make sense?
5:25Ashley Kehr:And yes, you want to take into all of the things for market consideration, such as, you know, is there growth rate? Are there people coming to this, you know, area? Will you have renters and all of those things? But if you get caught up in timing the market, you'll either never invest, or when you do invest, it will surprisingly be the perfect time that you bought a property, or it will not be, but there's no way to actually time the market. So I would not let that be the deciding factor whether you purchase a deal or not. All right, guys, we're gonna take a quick break, but when we come back, we're talking about what happens after you get a property under contract because this is where a lot of rookies make expensive mistakes and we wanna make sure that you are not one of them.
6:08We'll be right back after this. What's the smartest move an investor can make right now? Beating the spring scramble. The best tenants are already looking for their next move. So if your listing isn't live, you're missing the high quality leads. Avail puts your property in front of millions of renters on 24 top rental sites. Realtor.com, Redfin, you name it. In minutes, you get professional grade syndication for exactly zero dollars. It's the fastest way to find quality renters without the usual landlord headache. Stop searching for tenants and start choosing them. Start today at avail.co slash biggerpockets.
6:43That's A-V-A-I-L dot C-O slash biggerpockets. You know what's interesting? Most real estate entrepreneurs have dozens of little problems they'd love software to solve. But building custom tools has always been too expensive or complicated. That's why I've been checking out Bolt.new. Bolt lets you build websites, apps, and custom business tools just by describing what you want in plain English. No coding required. Need a custom listing site? a tenant screening portal, a lead nurture system. Just tell Bolt what you need and it builds it. And because you're part of the BiggerPockets community, Bolt is offering you a 30-day free trial to test it out for yourself with code BP26.
7:27Visit bolt.new slash biggerpockets today and see what you can build. Summer bookings sound great until someone slips by the pool, gets hurt on your dock, or damages your property during a long holiday weekend. A lot of short-term rental investors don't realize their standard policy may leave gaps when it comes to short-term rental activity. That's why investors use Steadily. They offer landlord insurance built for real estate investors, including short-term rentals. And if you're a BiggerPockets Pro member, you'll also get 5 % off your landlord insurance premiums. Visit biggerpockets.com slash landlord insurance to learn more.
8:05Ashley Kehr:Okay, welcome back. Here's our second question for today. I just got my first investment property under contract last week, and I am equal parts excited and terrified. I did a lot of research before making an offer, but now that I am actually under contract, I am not sure what I am supposed to be doing. I know I need an inspection, but beyond that, I feel a little lost. What is the full checklist of things I need to do between now and closing day? What are the most common mistakes rookies make during this period, and what are the things that can kill a deal that I should be watching out for? Okay.
8:37Ashley Kehr:Well, first of all, I want you to go to biggerpockets.com slash resources. Make sure it's plural because they're also take you somewhere else. And this is where we have a whole rookie library of different checklists and templates for you. So one of them is an actual acquisition checklist. So things that you should be doing when you're under contract on a property. We have your first deal checklist. We have a property walkthrough checklist, what you're going to be looking for when you do your due diligence. We also have another due diligence checklist. We have a property closing checklist. So all of those are free for pro members.
9:15Ashley Kehr:Go to biggerpockets.com slash resources, download them all and use them however you'd like. So really what these checklists do for when you're under contract is they go over the things that you should be doing when you get your offer accepted. So like in New York State, you have an attorney. So you're going to need to notify your attorney that you have a real estate deal that you're doing. They get the contract and then they do an attorney approval on it. So if you're not in your state, you would just use the title company directly. It's setting up your inspection. You need to call an inspector.
9:49Ashley Kehr:Sometimes your agent will do this for you. Then you go ahead and do your due diligence on the property. We have the due diligence checklist that shows you everything you should be looking for in the property. And it's not just maintenance items too. After you've gone through the due diligence, if you're doing financing, then it's time to work with the lender, get them everything that they need to actually make this deal across the finish line. Any utilities, set up accounts with the utility providers. Like if you've never had a gas account before, go ahead and set one up so that when it's time to switch, you know, the utilities on closing day, you have that all set up.
10:26Ashley Kehr:Then when it gets closer to closing, you're going to get your insurance in place. You're going to have your utilities to start on that day that you take ownership. And then you're going to set up any contractors to start, you know, right after closing that you need, changing the locks on the property the day that you take ownership. So you just go to biggerpacks.com slash resources. We have a ton of guides that you can just download that go through each of these steps that you need to take. And it makes it a lot easier than having to listen to me ramble on and read them off to you. So we're going to take a short break, but when we come back, we're going to be getting into the question that almost every investor in a high cost market eventually asks, can I make out of state investing work?
11:11Ashley Kehr:And where do I even start? We'll be right back. Tax season reminder for all the real estate investors listening. If you own rental properties, short-term rentals, commercial buildings, basically anything that's not your primary residence, you need to know about cost segregation. It's an IRS-compliant strategy that lets you accelerate depreciation on your properties, which means you're paying less in taxes this year and keeping more cash in your pocket for your next deal. Cost segregation, guys, is the go-to firm, having done over 12 ,000 of these studies with$500 million in total depreciation identified.
11:47Head to costsegregationguys.com slash BP to get a free proposal and see your potential tax savings. If I had to hire someone to join the BiggerPockets team, I wouldn't just go looking for someone who checks a few boxes on a resume. I'd want someone who understands real estate, can move fast, communicates well, and can jump into a fast-paced environment without missing a beat. When you need that kind of person, this is a job for sponsored jobs. Sponsored jobs posted directly on Indeed are 95 % more likely to report a hire than non-sponsored jobs. And look, that makes sense to me. In fact, people are finding quality hires on Indeed right now.
12:24In the minute that I've been talking to you, companies like yours made 27 hires on Indeed, according to Indeed data worldwide. Join 3.3 million employers worldwide that use Indeed to connect with quality talent that fits their needs. Spend less time searching and more time actually interviewing in Canada to check all of your boxes. Less stress, less time, more results. When you need the right person to cut through the chaos, this is a job for Indeed-sponsored jobs. And listeners of this show will get a$75 sponsored job credit to help get your job the premium status it deserves at indeed.com slash podcast.
13:01Just go to indeed.com slash podcast right now and support our show by saying you heard about Indeed on this podcast. Indeed.com slash podcast. Terms and conditions apply. Need the right hire fast? Then this is a job for Indeed-sponsored jobs. All right, guys, welcome back. The last question today, and this one is for anyone living in a high cost of living market who's been staring at deals that just don't make a ton of sense, and they're just wondering if there's a different path forward. So the question says, I live in Southern California, and the numbers on any property I look at locally just do not work.
13:35A decent rental in my area costs$700 ,000 to$900 ,000 and rents for maybe$3 ,000 to$3 ,500 per month. There's no realistic scenario where that cash flows. I've been researching out-of-state investing in the Midwest where prices are lower, but I'm nervous about managing a property from 2 ,000 miles away, not knowing the market, not having a contractor, and not being able to physically check in on things. How do other investors actually make this work? What do I need to have in place before I pull the trigger on my first out-of-state deal? And what market should a SoCal investor be considering in 2026?
14:11Okay, all great questions. As someone who's invested both closer to home and long distance, also living in Southern California, I feel like I can speak to this kind of from my own experience. I think there's a few things I would say first is, are you not investing in California simply because the numbers aren't working? Or are you not investing in California because you can't afford to buy there? If you challenge you to do is, can you choose a different strategy aside from a traditional long-term rental? Can you short-term? Can you midterm? Can you do assisted living? Can you do a sober living facility?
14:41There are so many other ways that you can leverage real estate to still get an amazing return on your investment. Obviously, I do short-term in California. We interviewed Han Stone, who does assisted living facilities, and he's gotten the benefit of amazing appreciation and amazing cash flow. We interviewed Devana. I can't remember what episode Devana was on, but she did sober living facilities in Southern California and she gets great appreciation, great cash flow. So there are other strategies that might work better than a traditional long-term rental where you get both the upside of long-term appreciation and you get the upside of increased cash flow.
15:18Now, if you do want to go out of state, again, my very first deal, I live in California. I invested in Louisiana. Didn't really know that market well at all, but I built a team out there that gave me the confidence to be able to execute. Like you mentioned physically checking on things. And I hear that often from aspiring rookie investors. But my question is, are you going to be the person swinging the hammer? Like if a pipe bursts, are you going to be the person fixing it? Probably not. You're going to pick up the phone and call a plumber anyway. So it doesn't really matter if you're there or if you're remote because you're going to pick up the phone and call someone regardless.
15:48So the first thing that I would do is if you want to get familiar with the market, go to the market, book a weekend trip, get there on Friday morning, leave late Sunday night, Have an agent or multiple agents or property managers walk you around and study the properties, give you the lay of the land. That way you get a better sense of what the city actually looks like. And then once you have your agent, have them start sending you deals that match your buy box. And then ask your agent, hey, do you know a good contractor? Do you know a good HVAC person? Do you know a good plumber? Do you know a good this?
16:15Do you know a good that? And if you're connected with the right agent, oftentimes they can be your conduit to then get you connected with all the other folks in that market. So biggerpockets.com slash agent finder, best place to go find an agent. And they can be your starting team member to help you build confidence and build your roster in that market. So there's like a quick two-minute crash course on how to be successful, either investing locally in a high cost of living area or going to another market where the prices are more reasonable.
16:41Ashley Kehr:Well, thank you guys so much for joining us today on Real Estate Rookie. If you have a question, make sure you head over to the BiggerPockets forums and it may be featured on our Rookie Reply episodes. I'm Ashley, he's Tony, and we'll see you guys next time. Thank you.
From the publisher
The housing market looks very different than it did just a year or two ago. Home prices are softening, rates have eased slightly from the highs of 2023 and 2024, and sellers are more willing to negotiate than they've been in years. But rookie investors still want to know: Is 2026 actually the right time to buy?
Welcome back to another Rookie Reply! Today we’re answering three pressing questions from the BiggerPockets Forums. You just got your first rental property under contract–what’s the next step? Is out-of-state investing the answer to areas that don’t cash flow, and if so, how do you manage a property from afar? But perhaps most importantly, does it even make sense to invest in real estate in 2026?
Ashley and Tony break down the 2026 market, the contract-to-closing checklist every rookie investor needs, and the exact steps Tony took to build an investing team over 1,000 miles away!
Looking to invest? Need answers? Ask your question here!
In This Episode We Cover
Whether it still makes sense invest in real estate in 2026
The one data point that tells you whether a real estate deal is worth it
The full contract-to-closing checklist you need to get your keys on time
What to do when you can’t find cash flow in your own market
How to build your team (from scratch) when investing out-of-state
And So Much More!
Check out more resources from this show on BiggerPockets.com and https://www.biggerpockets.com/blog/rookie-745.
Interested in learning more about today’s sponsors or becoming a BiggerPockets partner yourself? Email advertise@biggerpockets.com.
Learn more about your ad choices. Visit megaphone.fm/adchoices




