In short
Rookie Reply answers beginner real estate investing questions: what to do first (education, self-assessment, financing), how to choose out-of-state markets using data/tools, and how to pick a first property type (condo, townhome, single-family, multi-family) based on strategy and due diligence.
Guests/backgrounds
Ashley Kerr and Tony J. Robinson host; they speak as experienced BiggerPockets educators/interviewers (not a separate guest). No other guests appear.
Key claims
Start with financing before searching for properties; avoid analysis paralysis; confidence ≠ comfort—act when info starts feeling redundant. For markets, match cities to your criteria (not “the one perfect city”). For property type, there’s no universally best—choose what fits your strategy, inventory, and numbers.
Notable examples
HOA in Florida stopped short-term rentals during COVID, leaving a condo vacant; insurance can treat similar homes differently (row house vs townhome) affecting costs. Single-family favored for broader resale buyer pool; multi-family can reduce vacancy risk (e.g., 1 unit empty out of 4).
Written by AI. May contain mistakes. Listen to the episode to check what was said.
Chapters
Tap a time to open that second in VOFirst Steps in Real Estate Investing
0:45 to 3:05
Discusses the initial steps for beginners in real estate investing.
“The actual question is that a larva comes first.”
Financing vs. Finding Properties
3:05 to 5:19
Explains the importance of securing financing before finding properties.
“It's going to make it so much easier to actually get the property under contract if you already know where you're going to finance the deal and to take yourself to closing.”
Choosing the Right Market for Investments
5:19 to 11:28
Provides strategies for selecting the right market for real estate investments.
“And if you're listening on your favorite podcast platform, make sure to leave us a review.”
Choosing the Right Type of Rental Property
17:11 to 22:30
Understand the pros and cons of condos, townhomes, single-family, and multifamily properties.
“All right, we are back with our last and final question for the day.”
Transcript
Automatic transcript. May contain errors.0:00Tony:If you ever thought, I want to invest in real estate, but I have no idea where to start, this episode is for you.
0:05Ashley:Because today we're not interviewing an investor with 200 units. Instead, we're answering questions from real rookies who are in the messy middle, trying to figure out financing, markets, and what type of properties even make sense.
0:22Tony:This is the Real Estate Rookie Podcast. I'm Ashley Kerr.
0:25Ashley:And I'm Tony J. Robinson. And with that, let's get into our first question. And today's first question says, beginner investing questions. Where do we start to get our foot in the door of real estate investing? What is the first step? Is it financing? Is it finding a property? What should I be doing right now if I'm brand new?
0:42Tony:This is like, what comes first, the chicken or the egg? The chicken or the egg, right?
0:47Ashley:What does come first? The actual question is that a larva comes first. No, I'm kidding. I don't know what the actual answer to that question is. but in real estate investing in real estate investing for me, what comes first is I guess I would break down into like a few different buckets, right? The, the first bucket for me is just general education. Like you, you, you've got to get familiar enough with the concepts, the key terms, the ideas, and you build that knowledge through things like listening to more podcasts, reading more books, watching YouTube videos, consuming the right content on social media, going to different events and meeting with people and talking with people.
1:28Ashley:Just building your general knowledge, I think, is the first step. As you're doing that, the second step is, I guess, what I would call the mental bucket. And that's really just doing maybe the inner work or the reflection of identifying why is real estate investing even important to me to begin with? What is it that I'm actually trying to accomplish? What tools, resources, skills, abilities, et cetera, do I have at my disposal? So just doing a self-assessment and understanding what is driving you to do this, what are your motivations, what do you want to get out of it? Because as you answer those questions, the general education that you're doing, you'll be able to start identifying which strategies, tactics, niches, asset classes actually align with what it is you're trying to accomplish, right?
2:20Ashley:So just that inner kind of self-reflection would be the second bucket. And then I think the third bucket is getting yourself financially ready. You, in most scenarios, need some level of capital, whether it's yours or someone else's, doesn't matter. But usually you need some level of capital to make most deals work. So understanding how much cash do you have available to cover things like down payment, closing costs, renovation, setup costs, if you're doing short-term and mid-term rentals, what kind of loan approval can you get, right? Can you get approved for$10 million worth of mortgages or can you get approved for$500 in mortgages, right?
2:55Ashley:Like that's a very big spectrum. So knowing where you land. But for me, those are probably the first big three, the general knowledge, self-assessment, and then your financial readiness. readiness.
3:04Tony:Yeah. And I think to his question, should you find the property first or find the financing? I think definitely the financing. It's going to make it so much easier to actually get the property under contract if you already know where you're going to finance the deal and to take yourself to closing. There have been a lot of times where I've found the property and then I scramble to figure out how I'm actually going to pay for it. And trust me, it is so much easier to have your financing lined up. And it's really going to sink when you think you can get approved for something or you think you can finance something and then you already have it under contract and you find out that you actually can't get that done.
3:41Tony:So I would say start with what Tony mentioned, those three things and the financing being the piece before you look for deals. But I would also start to look at what market you're going to invest in and what strategy you're going to choose based on your research and based on your self-assessment.
3:58Ashley:Yeah, I think the last thing that I'll say is that the common mistake that we see with rookies is getting stuck in that dreaded analysis paralysis. At a certain point, you've got to commit to actually taking action. And the usual kind of line that I draw on the sand is that as you start to continue with your general education, at some point, a lot of the information that you'll hear will start to sound redundant. And you'll start to hear people say things, you're like, oh, I know that. Or yeah, I actually knew that already as well. Or yeah, I knew that too. And when you get to that point, that's generally a sign that it's time to take some form of action.
4:33Ashley:I think the last thing I'll leave you with in this question is that a lot of people confuse the terms confidence and comfort. I can be confident in something while still being very uncomfortable with taking that step. But if we wait for the comfort to appear, then usually we never do the things that actually allow us to move forward in life. Said another way, it is physically impossible to be growing, to be doing something of substance that's new, that's pushing you toward growth, and to be comfortable at the same time. Because by definition, growth means stepping outside of your comfort zone.
5:07Ashley:So if you are one of those people who is constantly waiting on comfort to appear before you take that next big step, you'll never move from where you are right now. So just from a mindset perspective, an important point for you guys to recognize as well.
5:18Tony:Before we jump into the next question, let's take a quick break. And if you're listening on your favorite podcast platform, make sure to leave us a review. We'll be right back. At some point, your little real estate side hustle stops feeling little. Rent's coming in, maybe you've got a couple properties now, and suddenly the money part gets real. Your tax bill's going up, you're Googling LLC versus S-Corp at midnight, and you're just hoping you didn't miss something that'll cost you later. That's where Collective comes in. Collective is the first all-in-one financial solution built exclusively for solopreneurs, saving you time and money.
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7:53Tony:Okay, welcome back. Our next question today says, I'm a first-time investor looking to buy out of state. How do I choose the right market and where can I find data that shows positive cash flow? Are there tools or strategies to find the right remote investing markets as a beginner? So actually one of my favorite things is if you are a BiggerPockets Pro member, you can actually use their market finder. And so basically it will give you a lot of data on different markets to see what actually fits your strategy and your criteria to see what might be a good fit for you. If you're not a BP Pro member, we have a discount code for you so you can get 20 % off.
8:34Tony:But you can use Ashley or Tony and she'll get 20 % off if you're interested in being a Pro member to get access to that. But there are lots of other ways to try and identify a market. I think one of the first steps is to look where other people are buying that are doing the strategy that you want to do. OK? And you can use those as starting points. Read blog posts. Read articles of like, here's the top 10 cities to invest in for short-term rentals. But you're going to take all of this information with a grain of salt. This is a starting point for you. You're going to build that list of those markets.
9:11Tony:then you're also going to build another list of areas that you have an advantage in. So this is places maybe you've lived before where you know the streets, you know the area. This is where maybe a proper area markets where you have a cousin that lives there that could be your boots on the ground. Maybe there's another market where you have a real estate agent that you know and you trust and that you would use in that market. And you're going to build that list of those cities too. And then you're going to go through each of these cities and see which one fits your criteria. So which one is the price point that you can actually afford a property.
9:53Tony:So if you're thinking, oh, well, I have a friend that lives in LA. They'd be great to help me with my property. I also know an agent there, but you're only pre-approved for a$200 ,000 house. you're probably not going to be able to find a property in LA to buy. So that's going to cancel out that market. So then you're going to go list by list and go down from each city and you're going to list out your criteria. Like, you know, you want a single family home. So you want to look at the price points of the single family home. What's the median income of there? So like if it's very low income, but you know, you need X amount of rent that the people living, most of the people living in that area can't afford that rent, then you're going to accept that city.
10:37Tony:So you're going to look at, you know, what's the rent that you can get for a property in that market. You're going to look at the crime data and make sure it's not like high crime and not an unsafe area. If you're trying to buy single family homes with four bedrooms for families to live in, you're going to want to identify a lot of your own criteria and build your buy box. And then you're going to kind of go into the markets and dig deeper as to which one actually has potential for you to get a successful deal based on the information you know and how you want to run your deal.
11:07Ashley:Ash, that was a great tactical breakdown on the steps that someone should take to identify a market. I just want to add at more of a like strategic thinking level, or maybe just like a theoretical level, like how do you actually approach this from a mental perspective? The mistake that I see a lot of rookies make is that they treat market selection like, I don't know, what's a good metaphor here? Like Cinderella's glass slipper, where it's got to fit just perfectly, or like Goldilocks and her porch, where you got to find the one that's just right. There are over 20 ,000 cities in the United States.
11:44Ashley:And there are, I think, over 30 ,000 plus, if you include all of the unincorporated cities and towns and villages, whatever it may be. Point is, there are a lot of potential options for an inspiring investor to potentially choose between. And because of that, there are probably hundreds, if not thousands of potential places that Ashley could go invest into, that Tony could go invest into, that you could go invest into, where you would actually be successful. So the question isn't, is there a market out there that's the best? The question is, how can I identify the markets that actually check the boxes of what's important to me?
12:18Ashley:Some people value appreciation more than cash flow. Some people value more landlord-friendly states versus tenant-friendly states. Some people really want to make sure that there's strong economic diversity. Whatever the criteria is that's important to you, start with that. Start with what you want out of your investment, and then just find cities that actually match with what it is that's important to you. And then the goal isn't to find all of the cities or the absolute best city. The goal is just to find enough cities that match your criteria so then you can go start analyzing deals, becoming an expert in that market and submitting offers.
12:57Ashley:So I think if we turn the equation around to first focus on you, your criteria, what's important, and then we go to find cities that match, it becomes an easier process to identify the right market. All right, we're gonna take a quick break, but while we're going, if you have not yet subscribed to the Real Estate Rookie YouTube channel, give us a visit and subscribe at Real Estate Rookie. That way, in addition to hearing mine and Ashley's voices, you can see our lovely faces. But we'll be right back after we're from today's show sponsors. Most investors spend more time chasing deals than reviewing their insurance.
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17:25Ashley:Are there pros slash cons I should be aware of in general and or especially in my market? It's a great question. Condos, townhomes, single family, multifamily. I think the first thing that I'll say is that we have interviewed people across every single one of those asset classes who have done incredibly well. And whether it's buying for rentals, we know people who flip condos, who flip townhomes, who flip single family, who flip multifamily, who hold them long-term, who wholesale them. like you can take any of those asset classes and do well. So I don't, I honestly don't even think the question of which one is better versus which one is worse.
18:05Ashley:It's which one makes the most sense for your specific situation. Maybe you're in a market where there are just a lot of affordable condos and very unaffordable single family homes. And for you, the entry price on a condo makes more sense than the entry price on a single family home. Okay, cool. Then let's go focus on the condos and figure out how to make that strategy work. Maybe you live in a market where there is a ton of small multifamily. And if you want a house hack, that maybe makes the most sense for your specific strategy. Okay, cool. Then let's go up to small multifamily. So I think it's, it's a, the, the, the right question to be asking is what is your strategy?
18:41Ashley:What are you trying to focus on? What is their ample inventory of in your area? And where do the numbers make the most sense? And if you answer those questions, I think picking between those becomes a little bit easier. Yeah.
18:52Tony:One thing I'll point out is like a couple of pros and cons of, okay, a condo, you have a HOA, a homeowners association. You own your unit, but you don't have any control over the actual building that is decided on by the HOA. Um, the HOA can at any time decide that you can't have any rentals in the condo. Um, they could decide that everyone needs to put in 10 grand because they need a new roof. Um, the same could go for a townhome, single family, multifamily if they are in an HOA. So I would just make it, you know, look for an HOA that already has very clear guidelines. guidelines, not even guidelines, but rules and regulations around whatever your strategy is going to be.
Read the full transcript
19:42Tony:I remember during COVID, there was this one investor that I followed on Instagram that had a condo in Florida and the HOA decided that during COVID, they were not going to allow short term rentals anymore. And that was it. They like just decided one day and the next day it was implemented. So we had to like cancel short term rentals. And I think I remember him like trying to sue the HOA because like the way they went about it and things like that. And he ended up having that unit sitting vacant and I don't know if he had to sell or what ended up happening. But just be aware of like different things that can happen based on the property type.
20:20Tony:Another thing is like insurance. Like how does the insurance coverage and cost vary from each of these things. I've had a single family home that was considered a townhome, but really it was a row home where the walls weren't exactly touching, but they were close enough that it was labeled a townhome, but the insurance saw it as a row house. So like it was very, very expensive for insurance because of the way that it was or whatever. So like there could be tons of nuances no matter which strategy you decide on. And it's really just making sure you do your due diligence when looking. A property type that I really, really like is doing single family.
21:10Tony:And this has changed for me over the years. I used to religiously love small multifamily. But the reason I like single family is because of the resale value, is the exit strategy. So I can rent it out. And then when I go and sell the property, I am selling to families. I am selling to non-investors. I am selling to the masses. If I'm selling to a multifamily property, I have a very smaller buyer pool. Yes, it could be somebody house hacking, but most of the time you are selling to investors where with a single family, you have a bigger buyer pool. With multifamily, you also can reduce your risk of vacancy.
21:52Tony:Instead of just having a house vacant and no money coming in, if you have a four unit, you could have one vacant and still have three providing income. So there are definitely different pros and cons that come to it. So I think think about your goals and what's important to you and just do your due diligence of what's the worst case scenario that can happen. and are there any things that I can do today to be proactive or to actually prevent those things from happening? Well, thank you guys so much for joining us on today's Rookie Reply. If you have questions, you can head over to the BiggerPockets forums and put them there.
22:26Tony:And most likely, an investor will already answer your question, but we'll be happy to bring it on the show too. I'm Ashley, he's Tony, and we'll see you guys next time.
22:34Ashley: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. Now 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.
22:53Tony: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.
23:05Ashley: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. LifeLock, how can I help? The IRS said I filed my return.
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From the publisher
What’s the best type of rental property for a beginner to buy? This is one of the first decisions every rookie needs to make, but between single-family homes, multifamily properties, condos, townhomes, and others, the options can be overwhelming. But not to worry—in today’s episode, we point you in the right direction!
Welcome to another Rookie Reply! Ashley and Tony are back with three recent questions from the BiggerPockets Forums. Imagine you’re hearing about real estate investing for the first time. Where should you start? How do you know when you’re ready to invest? We share a three-bucket strategy that will prepare you for that first rental property!
Next, where should you invest? If you’re like most rookies, you’re looking for cash flow, in which case we’ll show you how to pick a market with affordable home prices and strong rental demand. Finally, what type of rental property should you buy? We break down your options and show you how to choose based on your investing strategy and long-term goals!
Looking to invest? Need answers? Ask your question here!
In This Episode We Cover
The best types of rental properties for rookie investors to buy
Where to start when you’re completely new to real estate investing
How to find a real estate market that delivers strong cash flow
The three-bucket strategy that will prepare you for buying rental properties
What to do when home prices are unaffordable in your current market
And So Much More!
Check out more resources from this show on BiggerPockets.com and https://www.biggerpockets.com/blog/rookie-697
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