In short
Podcast Summary: On The Market - Episode: 3 Things We’re Doing in 2026 to (Actually) Retire with Rentals
Overview In this episode of *On The Market*, hosts Dave Meyer, Kathy Fecky, and Henry Washington discuss their resolutions for 2026 concerning real estate investment strategies aimed at achieving early retirement through rental properties. They offer insights into their personal goals and innovative approaches to optimize their portfolios.
Key Themes
- Adopting AI for Portfolio Optimization
- Kathy's Focus: Kathy is committed to integrating AI into her portfolio management. She plans to use AI tools to identify cash flow blind spots and optimize her current investments without necessarily acquiring new properties.
- Benefits:
- Enhanced ability to track property performance.
- Streamlined analysis of business finances.
- Improved decision-making based on data insights.
- Shifting Focus from Growth to Stability
- Henry's Strategy: Henry discusses a deliberate shift from aggressive portfolio growth to stabilization and protection. He aims to pay off two properties in 2026 and stabilize four that are currently unprofitable.
- Challenges:
- Managing unexpected repair costs (e.g., flood damage).
- Complying with city requirements for property upgrades.
- Approach:
- Prioritize debt repayment.
- Focus on ensuring current investments are generating positive cash flow.
- Creating an 'End Game' Portfolio
- Dave’s Vision: Dave outlines his ambition of creating a robust, optimized portfolio over the next 10 to 15 years. He refers to this as his "end game."
- Goals:
- Transition towards more passive investments.
- Acquire high-quality rental properties to ensure long-term financial security.
- Consider shorter mortgage terms (e.g., 15-year notes) to minimize debt over time.
Notable Discussions
- Importance of Continuous Learning: All three hosts emphasize the necessity of adapting to market changes and utilizing technology (such as AI) to enhance investment strategies.
- Personal Goals Beyond Real Estate: The conversation highlights a common theme among investors—balancing work with personal life and the importance of financial independence to enjoy life’s experiences (e.g., travel, family time).
Key Takeaways
- Optimization Over Expansion: Investors are encouraged to reassess existing properties for potential improvements instead of continually adding new assets.
- Embrace Technology: Utilizing AI and other technological tools can provide significant advantages in managing investment portfolios.
- Long-Term Planning: Setting realistic and flexible financial goals can lead to better preparation for unexpected market changes.
Additional Resources
- Links Mentioned:
- Join Fundrise for real estate investing.
- Access BiggerPockets for networking and resources.
- Explore tools like PropStream for finding motivated sellers.
Conclusion This episode serves as an insightful guide for real estate investors looking to refine their strategies in 2026. By focusing on optimization, leveraging technology, and setting long-term goals, investors can better position themselves for a successful retirement journey with rental properties.
Written by AI. May contain mistakes. Listen to the episode to check what was said.
Chapters
Tap a time to open that second in VOHoliday Reflections
0:45 to 1:54
Hosts share their holiday experiences and plans for the new year.
“I am not going to lie and pretend that we're recording this in the new year.”
Optimism for Real Estate in 2026
1:54 to 3:12
The hosts discuss their optimistic view of real estate in the upcoming year.
“Well, let's jump into today's episode because I really want to just start looking forward.”
Kathy's Real Estate Resolution
3:12 to 4:21
Kathy shares her goal of using AI to optimize her real estate portfolio.
“So using AI to optimize our portfolio is my goal for real estate.”
Henry's AI Experience
4:21 to 5:46
Henry discusses his attempts to integrate AI into his investment strategies.
“I mean, how many times do you really know what your insurance covers?”
Optimizing Real Estate Investments
5:46 to 8:00
The hosts explore strategies for optimizing current investments using AI.
“Henry and I were just in Seattle and people were raving about Gemini.”
Henry's Focus for 2026
11:09 to 13:45
Henry outlines his resolutions focused on debt stabilization and property management.
“A standardized checklist for property inspections can save you time, money, and headaches.”
Navigating Real Estate Challenges
14:01 to 15:28
Learn how unexpected expenses impact real estate investments and necessitate strategic planning.
“And it tore through both units of the duplex.”
Strategic Goal Setting for Investors
15:29 to 17:32
Discover the importance of backward planning in achieving real estate investment goals.
“A lot of people would be like, Like how many flips can I do, maximize, and then take that money and be like, what am I going to do with it?”
Balancing Optimization and Growth
17:33 to 19:43
Understand the shift from growth to optimization in real estate investing strategies.
“So, you know, I think I'm not afraid to re-evaluate my goals based on what's happening, but I try to make it all tie together.”
The Importance of Asset Protection
19:44 to 21:11
Explore how paying off properties can provide financial security in uncertain times.
“I love buying a great deal and I love operating assets in great parts of the community.”
Show all 14 chapters
My New Year's Resolution for 2026
25:56 to 28:01
Hear about a personal plan for optimizing a real estate portfolio over the next decade.
“I am here with Henry and Kathy talking about our new year's resolution.”
Planning for Retirement Through Real Estate
28:01 to 29:36
Learn about effective strategies for real estate investment to secure retirement.
“in Seattle, we were talking about this, thinking about putting things on 15-year notes, for example, instead of going to the 30-year fix that I've always really used, and just start thinking, I'm 38 years old.”
The Balance Between Active and Passive Investing
29:37 to 30:56
Discover the importance of balancing active property management with passive investments.
“But if I want to go do some cockamamie crazy deal, I can also go do that, right?”
New Year's Resolutions in Real Estate
30:57 to 31:57
Discuss the personal and professional resolutions related to real estate for the new year.
“It's just the asset quality is so much better, in my opinion.”
Transcript
Automatic transcript. May contain errors.0:002026 is finally here. I hope you all had a great holiday and New Year's. With the new year upon us, this is a great time to start looking forward into 2026, talk about our goals and our New Year's resolutions. I'm Dave Meyer, joined by Kathy Fecky and Henry Washington today, and we're gonna be laying out what we want to be more disciplined about this year, the strategies we think are gonna pay off best for us, and the goals we wanna have checked off by 2027. From how we buy and manage deals to how we think about risk and opportunity, we're putting our plans on the record. This is On The Market.
0:39Let's jump in.
0:45Kathy, Henry, how are you? Happy New Year. Happy New Year to you. Happy New Year. I am not going to lie and pretend that we're recording this in the new year. It's not really the new year, but proactively to everyone, we're recording this in December, but happy new year to all of you. Kathy, you have some great holiday plans. Tell everyone what you're up to. You're always somewhere fun. Well, yes, I'm in Paris recording this from a cave. You literally look like you're in like a medieval wine cellar right now. I'm pretty sure I am. I'm in the oldest part of Paris. but I am here for the Christmas markets and mainly because my daughter is getting married in France.
1:25So I had to come see the venue with her. Had to. You had to. I had to. And it's the last year of the Northern Lights being like really intense. So we're going to take a little trip up to the North Pole, to the North of Norway. Oh, that's so great. Wow. What a fun trip. Henry, what were you up to in the holidays? Food. Enough said, really. Absolutely. I mean, I have little kids, so I do get to enjoy the joy of Christmas still. So that's fun. But mostly I'm eating my way through the holidays. Yeah, good for you. All right. Well, let's jump into today's episode because I really want to just start looking forward.
2:02Last year was an interesting – I wouldn't call it a great year. I was going to say it's a great year. I would not have called 2025 a great year. That would have been a straight up lie. I am feeling optimistic going into 2026 and just about real estate in general. So let's talk about this in terms of what our New Year's resolutions are. We'll start with real estate, but if you want to throw a non-real estate one in, I would love to hear them. But Kathy, what's your real estate New Year's resolution? Well, I have a few, but one is to really dive into AI because Rich actually bought a really expensive program and he's finished it and I have not.
2:44I'm not even close. But I know it's so powerful. I mean, one of the things that Rich did is he uploaded everything, our bank statements, the cash flow, our system knows everything about us. And when we upload it, we could know which properties are performing well, which are not. I mean, we should be knowing that anyway. But I feel like sometimes it's easy to get lazy or you've just owned properties for a while and haven't really taken a look. Like, how is this? Is this still a good performer? So using AI to optimize our portfolio is my goal for real estate. I like that a lot. I like this as a goal.
3:20It's not like, oh, I have to buy this property by this date. This is more like a growth mindset kind of goal. How do you just evolve as an investor generally so that you can make better decisions going forward? Is that program, is that real estate specific? No, no. It was just a bunch of business owners. But I mean, it's like he's got a business consultant now. All of our business financials are in there. And we had every employee detail what they do, not in a doge kind of way, but I guess kind of. Like, what do you do all day? And so AI knows each employee and knows how to optimize for them. It's really been phenomenal.
4:00Wow. And we've already, we had one of the best months ever for our company last month. I don't know if it has to do with that or not, but that's strange, right? At a time when real estate has been so slow, sales have been slow. We had a really good month. That's awesome. So it sounds like you're using AI not just to identify properties or deals, but work on and in your business as well. Yeah. I mean, how many times do you really know what your insurance covers? Literally never. So with, I'll say, Claude, for example, we can upload our entire insurance thing. There's a word for it. Your insurance binder?
4:36Yeah, that thing, the binder, to just really know the details of your insurance policy and even ask it, hey, is this covering me for everything I need for this investment property in this particular state? It's really phenomenal what's available to us. It's only going to get better, so why not be on the cutting edge of it? I love it. Henry, are you using AI regularly? The short answer is yes, but I'd be lying to you if I told you I was using it on a much deeper level than just the surface level asking for help with certain items. Now, I did try to build something similar to what Kathy is talking about about two months ago, where I was uploading transaction data and information from my property manager because I wanted to see if AI could give me a sense of how well certain properties are performing.
5:19And I thought if I could upload the actual bank statements and marry that against the data from your property manager, who's actually going out to the properties, doing the actual repairs. And then I wanted to marry that against what I'm spending with contractors on certain properties to get just like a bird's eye view of my portfolio. And it was very challenging in chat GPT. And so So I'm wondering if I should try like Claude or Gemini or one of those. Claude is so good for business. Oh, really? I got to check that out. Henry and I were just in Seattle and people were raving about Gemini. I feel like it's a horse race right now.
5:54One releases a new one and it gets a little bit better. And then the other one gets a little bit better, but there's not a clear winner. I just have to tell you guys, I got a little bit of a behind the scenes look at a big real estate company's new AI tool. It's not BiggerPockets, but there's another one that's going to release one soon. I got to do the beta. It is so cool. It's unbelievable how good the analysis and information about properties and markets. For a data analyst, this thing is so cool. I am super excited to start using these kinds of tools in my own analysis. But I have to ask you guys, maybe I'm just a complete control freak, but I use this for research, but I double check everything.
6:37Oh, you have to. does still, right? Yeah, because it still makes lots of errors. It's not there yet, but it will be. It will be so learning the things that we're learning. And bottom line, the goal for me for doing all this is I want to see if I can, wait, let me say that in a more powerful way. I'm going to increase cashflow by 10 % by optimizing our portfolio, whether that means taking some older properties that aren't really performing and 1031 exchanging them into better ones, or just looking at things like we bought a lot 10 years ago because we were living at a house where someone was going to build this mega box property that block our view.
7:17And so we bought the lot so they wouldn't do it. And now we don't live there anymore. And we just kind of haven't done anything with it. We tried to sell it. Nobody wanted just a lot. So that's one thing. It's like, how do I optimize this piece of land that's just been sitting there and we're paying taxes on? And so I've been working with a manufactured housing company and we're going to put manufactured of housing on that lot. And so when I'm doing a whole new thing and it's actually going to cash flow in California. Yeah. And if my daughter ever decides she wants to move down the street from us, there'll be a house for there for her.
7:52But yeah, it's kind of just stuff like that. Just kind of looking at what we have kind of the theme is more isn't always better. Look at what you have and make it better. That's great. Well, I think this is an awesome New Year's resolution. I really like this idea of getting better at AI because I will admit I am simultaneously excited by AI and very, very scared of it and terrified of it. And so sometimes I just like choose to ignore it because I'll see these like deep fake videos online and I'm like, AI is evil. But then you talk about all these things that like AI is amazing for. I just need to figure out the right way to use it for my business that makes sense and not be like overwhelmed by the like societal implications that might be coming with AI at the same time.
8:37I mean, an example is just, uh, I've been working a lot with Claude. That's what I use. That's, um, and asking for LA County, you know, what do I need to know about manufactured housing? Tell me the step-by-step process. And it's not a hundred percent, you know, it's not easy, but it helps it feel not as daunting. All right. Well, I love this. This is a great New Year's resolution. Thanks for bringing this one, Kathy. We got to take a quick break, but we'll be back with Henry's New Year's resolution right after this. Thinking about wholesaling or flipping your first property, but not sure where to start?
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11:41Welcome back to On The Market. I'm here with Kathy and Henry sharing our goals, New Year's resolutions for 2026. We heard Kathy's, which I love, about getting better at using AI. Henry, what is your New Year's resolution, even though you don't like them? No, I don't like them. And I always feel awkward when people ask questions like this because of the kind of investor I am. I just do old, boring real estate, Dave. I buy distressed properties. I fix them up and then I rent them out or I sell them. And I think when people ask about resolutions, they expect to hear some like super, you know, ambitious, creative like thing that you're doing.
12:26Like a big pivot. Like you're making some change. Yeah. And I'm not, my goals are very similar each year because I just want to continue to do what works and what's worked for generations, which is another iteration of the same thing. But now that I've placed that caveat, essentially, I think of investing in three buckets where you're either growing, you're stabilizing, or you're protecting. And we as investors operate in typically two of those buckets at a time, heavily weighted more so on one than the other. And so as I started in 2017, I've been a lot more focused on growth. So my goals each year were always around how many more assets do I need to acquire, right?
13:10How many more projects do I need to flip to give me the funding to acquire those assets? But now I'm in a place where I'm more focused on stabilization and protection. And to me, protection is paying off. And so my goals for 2026, or my resolution, if you want to call it that, is more focused around stabilization, optimization, similar to Kathy, and paying off debt. So I have a stretch goal of paying off two properties in 2026. And I know two doesn't sound like a lot, but we're talking about completely clearing the debt on two assets, which I think is a big deal. So I want to pay off two of my assets.
13:47And there's about four assets that I need to stabilize because I'm bleeding money in them right now. Some of them my own fault. Some of them no fault of my own. One in particular, I bought a duplex not in a flood zone. And we had a crazy flash flood. And it tore through both units of the duplex. and then on top of that a big mistake happened with one of the remediation companies where they did some work unauthorized uh to the tune of forty thousand dollars so i have about a forty thousand dollar bill that we're fighting because they weren't supposed to do the work and i have about a fifty thousand dollar renovation i'm gonna have to fund out of pocket right so these are big ticket items they don't just come very easy so that property right now is a duplex that i pay monthly, all the expenses on, but has no income, right?
14:38So stabilization is a big deal for me in 2026. I also have some multifamily assets I bought in 2023. Again, no fault of my own. The city has come in and is requiring me to do some work that we didn't plan on doing that we can't really fight. So there's a lot that happens in a real estate portfolio that I think requires you to take a step back and evaluate. So 2026, stabilizing the assets that are bleeding money and paying off two properties. And so those lead me to my other goals, which is I need money to do those things, right? So that guides me to how many projects I need to take on throughout the year to generate the income I need to solve those problems, live my life.
15:26Make sense? It does make sense. I love the way of thinking backwards. A lot of people would be like, Like how many flips can I do, maximize, and then take that money and be like, what am I going to do with it? But I really like thinking about it. Like what do I need to do? And then sort of backing into the minimum amount of work that you can do. That doesn't mean you might not take on more deals if you find opportunity. But like just having a good sense. Like, okay, I need to do two a quarter or one a year. Like I need to do that. Make sure I'm hustling on that. And then I'll take everything else that comes from there.
16:00Yep. I average probably around like$45 ,000 net profit on a flip. And I would estimate that I need to do about 15 projects to be able to pay off the properties that I'm looking to pay off and to be able to have the income necessary to continue to live and be able to stabilize the four assets I need to stabilize. So that's my goals. I love it. I guess I understand maybe why you don't love a new year's resolution because this sounds like it's a multi-year project too it's not like uh you know this is something you do in 2026 this is a piece of a larger goal that you have been working for and will probably need to keep working towards beyond 2026 yeah my larger goal like ideally like this is now they say your your goals are supposed to be like big and scary right like in in corporate world they call them stretch goals the big scary stretch goal is to have a third of my portfolio paid off 10 years from now.
17:03And I like that. That's a lot. It's a lot of money. Yeah. Yeah. But I feel like if you don't set a big scale, like, you know, shoot for the moon, land on the stars, right? If I end up with half of that paid off, that's still going to put me in an extremely strong financial position in 10 years. So the larger goal is that. And then what I do each year is tying into that. And then I have to adjust each year? Because yeah, I have a goal of two this year, but what if I only get one, right? So then I need to take what happens in 2026 in terms of the economic outlook and make new goals. Maybe 10 might be too far out.
17:42Maybe I need to change it. So, you know, I think I'm not afraid to re-evaluate my goals based on what's happening, but I try to make it all tie together. I love that. It sounds like you're also looking at the protection side of it because if you, as you start paying off properties, there's such relief knowing that if anything goes wrong and you just can't predict, you can't predict things like 2020 coming along. That turned out not to be bad for real estate at all. It ended up being a pretty good time for real estate, but it could have gone the other direction. And when you've got paid off properties, boy, all you have to do is sell a couple and it'll help pay for the other ones that you've maybe over leveraged.
18:21And I know that you have way over leverage to get to where you are now. And that has worked. But at some point, you're like, okay, it's time to turn the ship and pay some of this off. That's great. It's interesting to hear both of you are focusing on optimization instead of growth. Is that a reflection of the market or just where you are in your personal investing journey? That's a good question. It was just the first thing that came to mind because it's what I've been doing and excited about. You know, just taking a look at some of these properties that, you know, like about 10 or 15 years ago, I really haven't paid any attention to them.
19:04You know, for example, one, it just vacated. And I talked to the property manager and she goes, you know, if you update this by about $20 ,000, you'll get about a hundred thousand extra in equity. Like, yeah, I hadn't even thought about it. Right? So that's exciting. And if I do that, then we can sell that or keep it, take the money out. So it's almost like an after the fact burr, you know, 10 years later down the road burr. Slow burr. Slow burr. Slow burr. It just doesn't matter. Just keep optimizing things over the long run. This is the way to do it. Yeah. It's absolutely right. I love that.
19:41For me, Dave, it is more a function of where I am as an investor because I'm a deal junkie and I love the process of finding deals. I love buying a great deal and I love operating assets in great parts of the community. It all is so fun for me. But at some point, I have to get to a place where I am protecting the assets I have so that I have paid off assets to pass on to my children. The overarching goal for my real estate business is for my children to be able to be the people they're called to be and not the people that have to be for money. Yeah. Right. So if they need or want to do something that isn't going to pay them a ton of money, at least I have these assets that will be paid off that can provide income for them.
20:28And so to get there, I have to pay off properties. And so I have to draw a line in the sand somewhere and start paying down these assets. And so that's why I have the 10-year goal, trying to get some of these paid off so that I have those to pass. Now, when I get to that point, Dave, I may just start doing more deals again, but I always have. You will. Yeah, you're right. And I'll probably still do deals that are like home run deals along the way. I'm not saying I'll never buy another rental property between now and 10 years from now. I'm just saying I'm not in aggressive growth mode. So optimization is more important to me right now than growth was.
21:03growth was more important to me when I first got started. It's just a shift in where I am as an investor. All right. Well, these are great resolutions. Thank you. I really think these are obviously they're not just resolutions, but just goals and good perspective on where you both are in your investing journey. We are going to take a quick break, but we'll come back with my New Year's resolution right after this. The Cashflow Roadshow is back. Me, Henry, and other BiggerPockets personalities are coming to the Texas area from January 13th to 16th. We're going to be in Dallas. We're going to be in Austin.
21:34We're going to Houston and we have a whole slate of events. We're definitely going to have meetups. We're doing our first ever live podcast recording of the BiggerPockets podcast. And we're also doing our first ever one day workshop where Henry and I and other experts are going to be giving you hands on advice on your personalized strategy. So if you want to join us, which I hope you will go to biggerpockets.com slash Texas, you can get all the information and tickets there. Thinking about wholesaling or flipping your first property but not sure where to start? The truth is, deals don't just fall into your lap anymore.
22:07You need to go out and create opportunities. That's where PropStream comes in. With PropStream, you get instant access to over 160 million properties nationwide. Use 20 pre-built lead lists such as pre-foreclosures, tax delinquencies, and vacant homes to find motivated sellers fast. And now, PropStream has integrated batch leads and batch dialer to provide you with a complete all-in-one solution. That means you can not only find motivated sellers, but you can also reach out right away. Skip trace phone numbers free on select plans, then send postcards, emails, or call sellers directly. Don't worry if you're new.
22:40PropStream also gives you AI-powered insights and comps that are over 99 % accurate, so you know you're making smart offers. Plus, you'll have access to PropStream Academy to guide you step-by-step. Start your seven-day free trial and get 50 free leads at propstream.com. That's P-R-O-P-S-T-R-E-A-M.com. slash BP. Don't just dream about real estate, make it happen with PropStream. For decades, real estate has been a cornerstone of the world's largest portfolios, but it's also historically been sort of complex, time-consuming, and expensive. But imagine if real estate investing was suddenly easy.
23:16All the benefits of owning real, tangible assets without the complexity and expense. That's the power of the Fundrise flagship fund. Now you can invest in a$1.1 billion portfolio of real estate, starting with as little as$10. The portfolio features 4 ,700 single-family rental homes spread across the booming sunbelt. They also have 3.3 million square feet of highly sought-after industrial facilities thanks to the e-commerce wave. The flagship fund is one of the largest of its kind. It's well-diversified, and it's managed by a team of professionals. And it's now available to you. Visit fundrise.com slash bpmarket to explore the fund's full portfolio, check out historical returns, and start investing in just minutes.
23:56Carefully consider the investment objectives, risks, charges, and expenses of the Fundrise flagship fund before investing. This and other information can be found in the fund's prospectus at Fundrise.com slash flagship. This is a paid advertisement. Inspecting your rentals again? Here's a pro tip. A simple checklist makes sure nothing gets overlooked. It saves you time and costly repairs down the road. And when it comes to managing your rentals, RentReady makes everything easier. Rent gets paid on time, leases get signed online, and maintenance requests don't get lost in your inbox. And if you're a BiggerPockets Pro member, I've got great news for you.
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25:56Welcome back to on the market. I am here with Henry and Kathy talking about our new year's resolution. Kathy shared that she's looking to optimize her portfolio and learn more about AI. Henry is going to be trying to pay down some of his debt and stabilize some of his assets. That's my New Year's resolution for 2026. And I'm with you on this, Henry. This is something I've been thinking about for at least six months and is going to take me 10 years. But my plan right now and the thing that I'm focusing on is enacting what I'm calling my end game. Hopefully not going anywhere, but I've been investing for 15 years now.
26:37And I feel like I've had these two different eras of my own investing. My first 10 years, I bought rental properties. I self-managed them, all of them locally in Denver. Those were the first 10 years. The last five years, then I moved abroad. I was living in Europe. I sold some rentals. I got pretty into passive investing. I got into lending. I do syndications. I still own rental properties, but I've kind of had this second era. And now I want to move. I'm back in the United States. I want to move into my third act as a real estate investor. And I call it my end game because I want to spend the next 10 to 15 years putting myself into retirement.
27:20I am in a fortunate position where I do feel like I have enough capital to do it, but I need to rearrange my portfolio into an optimized way so that 10, 15 years from now, I'm going to have a portfolio that is just rock solid. It's only assets that I really like. ideally they're paid off or have a very low debt on my overall portfolio. And I actually think it's like a good time to start acquiring rental properties right now. And so I'm seeing opportunities for like trade out of some of my more passive options or lending and start acquiring the assets that I want to own, ideally for the rest of my life.
27:58Like that, that's kind of what I'm starting to think about. And I'm even considering at Henry and I were just together in Seattle, we were talking about this, thinking about putting things on 15-year notes, for example, instead of going to the 30-year fix that I've always really used, and just start thinking, I'm 38 years old. At 53, I probably still won't retire, but I want the portfolio that I can retire off of and that I wouldn't need to touch if I didn't want to for the rest of my life to be in place. That's not going to happen in 2026. This is going to take me probably at least five years to reposition things.
28:33do some different projects, learn a little bit. But that's my goal. That's the thing I'm really working on. Love it. Yeah, no, I think that that's just smart financial planning, right? It's similar to what I'm thinking about because I enjoy what I do now. I like chasing deals. I like flipping houses. It's still fun and exciting. And is there annoying parts of it? sure, but I enjoy it. But will I still enjoy it in 10 years? Right? Will I just be tired of the chase? I've talked to a lot of seasoned investors in their 50s, 60s and 70s. And the one theme across all of them is at some point, they got tired of chasing deals, right?
29:15They got tired of churning houses and flipping houses. And so if I can get myself to a point where I don't ever have to flip another house if I don't want to, but I can still choose to like, that's ideal. And it sounds like that's what you're trying to get to. Like, how do I get to the point where if I just want to sit down and do nothing, I can. I'm taken care of. My family's taken care of. My legacy is taken care of. But if I want to go do some cockamamie crazy deal, I can also go do that, right? Like just getting yourself to retirement doesn't mean you have to retire. First of all, I got tired of flipping houses before I even got started.
29:50So good for you. I did one. That's all I needed. I'm at two right now and I'm tired. And I didn't even do the GC. You didn't do the hard part. I didn't even do the hard part. I'm tired of it. No, I signed last night though. Wow. So that's great. No, that's exactly right. It's not for me, it's not even like the flipping. I'm always tinkering. I'm just like an optimizer. I'm like always moving money from here to there. And like, I got to stop doing that too. Like I just, it's, I will do some of it. I will keep some of my money for fun. Cause for me, that's fun. Like you were talking about Henry, you like looking at deals.
30:30For me, I like investing in passive deals. I like underwriting deals and like figuring them out and looking for different opportunities. But I need to put sort of like the rock solid thing back in place. Cause I had a lot of great rentals. I'm not, I don't regret selling any of them, but I have not rebuilt my active portfolio in the way I want to yet. And so that's really what I'm going to be focusing on. And like I said, there's better and better deals. Like it's not even that prices have gone down that much. It's just the asset quality is so much better, in my opinion. And you're seeing high quality properties come on the market.
31:06I think multifamily is looking more and more attractive right now. And so that's the plan for 2026. My other resolution, just so you know, as always, is to go on as many vacations as humanly possible. How do I travel all the time? Can we go on record, Dave, and set a stretch resolution, you and I? Can we set a resolution that within five years we land an Anthony Bourdain-style TV show where we travel around, eat food, and talk about real estate? This is our dream in life. Yes. We need a new vision board, you and I. All right. Well, this was a lot of fun. Thank you, guys. I would love to hear your New Year's resolutions, right?
31:47We want to hear them. Share them with us in the comments. We want to hear what your New Year's resolutions are real estate-wise, fun-wise, lifestyle-wise. Because at the end of the day, in real estate, we're doing this usually not because we just want to own or acquire assets for something, but because it frees up something else in our lives, spending more time with our friends, family, traveling, eating disgusting amounts of food. This is why we're actually here. So tell us what your resolutions are. Kathy, happy new year. Thanks for being here. Thank you, you too. Henry, happy new year. Excited for another year doing On the Market with you both.
32:25And James, of course, when he decides to grace us with his presence. Yes. Absolutely. Thank you. Thanks, everyone. We'll see you next time. Okay, we're going to shift gears for a minute to cover something important, especially for new landlords. The shows often talk about getting stuck doing everything ourselves and the cost of sweat equity. The key question is simple. Is my time better spent elsewhere? I use a tool that cuts down on a lot of landlord hassles. And the wild part is, it's just$12 a month. It handles rental screenings, rent collection, maintenance requests, and accounting. All in one platform via a mobile app or desktop.
32:56It saves me time in tenant communication and keeps me organized for tax season. It's called RentReady, and you can sign up for a six-month plan for just$1 with promo code BP2025. Pro users get it for free, because we believe in it. Just sign in through your pro account to get started. RentReady helps ensure on-time rent with auto reminders, keeps communication professional and lets you post listings to multiple sites. Check it out at rentready.com slash biggerpockets. That's rent, R-E-D-I dot com slash biggerpockets. Okay, Nicola, Quizfrage. Homeoffice-Bastade oder Fahrtkosten? Was bringt uns mehr?
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From the publisher
2026 is finally here! And if you can still read this sentence without seeing double, you’ve made it!
But this year, things are going to be a little… different. We usually talk about the best places or strategies for buying rentals, but we’re going on a bit of a detour to start the year by discussing our real estate resolutions, all of which will actively help us retire early. Want to retire with rentals, too? This is the episode for you, and we’re sharing the strategies we’re using in 2026 to get there.
Kathy shares a new way she’s optimizing her real estate portfolio, with the goal to increase cash flow by 10% on her current portfolio (not buying more rentals!). Henry takes an opposite approach to most investors, opting not to scale his portfolio and instead doing something much safer. Dave details his “End Game”—the ultimate real estate portfolio for early retirement.
You can copy these experts’ strategies in 2026 to retire with rentals, too!
In This Episode We Cover
How to use AI to optimize your portfolio and find the cash flow blind spots where you’re losing potential profits
Stop scaling? Why Henry is making moves to pay off some rentals instead (and whether you should, too)
Building your “End Game” portfolio to retire with rentals you actually enjoy owning
The three “buckets” of investing and a sign you’ve already outgrown yours (it could cost you)
Henry and Dave’s real goal that has nothing to do with real estate (can you help them out?)
And So Much More!
Links from the Show
Join the Future of Real Estate Investing with Fundrise
Join BiggerPockets for FREE
Sign Up for the On the Market Newsletter
Find an Investor-Friendly Agent in Your Area
Should You Pay Off Your Mortgage Early or Invest?
Dave's BiggerPockets Profile
Henry's BiggerPockets Profile
Kathy's BiggerPockets Profile
Grab Kathy’s Book, "Scaling Smart"
Check out more resources from this show on BiggerPockets.com and https://www.biggerpockets.com/blog/on-the-market-388
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