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Should You Really Invest in Real Estate With Your Spouse?
You and your partner have been thinking about real estate. Maybe you've been dreaming about financial freedom for years. Maybe you've been watching other doctors build portfolios and wondering if it could work for you too.
But one question keeps stopping you: do we do this together, or do I do it on my own?
It's one of the most loaded decisions a physician couple can make. Most advice online skips right past the real complexity, treating "invest with your spouse" as an all-or-nothing choice. It isn't.
We've been investing together since 2015, and over the last decade, we've seen the full range. Couples who thrive building portfolios side by side. Couples who divide and conquer with one passive and one active. Couples where one partner carries the whole thing on their own and still reaches financial freedom.
In this episode, we walk through the honest upsides and downsides of investing with your spouse, the three structural models you can choose from, and the communication strategies that have helped us work through every disagreement we've hit along the way.
BY THE TIME YOU FINISH LISTENING, YOU'LL DISCOVER:
Whether you're dreaming of building something together or planning to go after this on your own, this episode will help you figure out what structure actually works for your relationship and your goals.
Listen now and find out how to invest with (or without) your spouse and still reach financial freedom.
READY FOR REAL ESTATE SUCCESS? Book your call HERE for your next move.
RESOURCES + LINKS
Work w/ SRMD: HERE
Join our FREE Facebook Groups: HERE
Join our Newsletter: HERE
FOLLOW + CONNECT
Connect with SRMD: Website | Instagram | Facebook
Liked this episode? Share it on social and tag me @semiretiredmd
Love the show? Leave a 5-star review and let me know!
What If You Didn't Have to Wait Until 65 to Start Living?
You're building wealth. You're making progress. But have you actually designed the life that wealth is for?
Most physicians haven't. The default plan is to grind for 20 or 30 more years, retire, and then finally start doing the things you've been dreaming about. But what if that plan has a flaw you can't see until you get there?
We found out the hard way. And what we discovered completely changed how we think about work, freedom, and what it means to be semi-retired.
In this episode, we're pulling back the curtain on what the semi-retired life actually looks like, live from Japan, where we're spending three months with our four kids through a slow travel program. This isn't theory. This is the real thing: the daily schedule, the cultural moments, the logistics, the hard parts, and why we keep doing it.
BY THE TIME YOU FINISH LISTENING, YOU'LL DISCOVER:
The life you're building wealth for is available to you right now, in smaller doses, if you're willing to get creative and ask for what you want. Listen now and start making it happen.
Boundless Life (use Leti & Kenji as referral for a discount): HERE
READY FOR REAL ESTATE SUCCESS? Book your call HERE for your next move.
RESOURCES + LINKS
Work w/ SRMD: HERE
Join our FREE Facebook Groups: HERE
Join our Newsletter: HERE
FOLLOW + CONNECT
Connect with SRMD: Website | Instagram | Facebook
Liked this episode? Share it on social and tag me @semiretiredmd
Love the show? Leave a 5-star review and let me know!
What If Selling Your Rental the "Normal" Way Is Costing You a Fortune?
You bought a rental property years ago. It's appreciated, you've paid down the loan, and now you're thinking it might be time to sell. Maybe you want to upgrade to something bigger. Maybe the property isn't performing the way it used to. Either way, the plan feels simple: list it, sell it, pay the taxes, move on.
We get it. That's the path most people take, and it feels responsible.
But here's what we've learned after years of building our portfolio: every time you sell a property and pay taxes, you're not just losing money today. You're losing decades of compounding. And the gap between selling the "normal" way and using a 1031 exchange isn't small. It's life-changing.
In this episode, we break down everything you need to know about 1031 exchanges, including the rules, the timelines, the mistakes most investors make, and the exact strategies we use in our own portfolio to make sure every exchange goes smoothly. We also share why we're almost always 1031 exchanging and why we think you should be too.
BY THE TIME YOU FINISH LISTENING, YOU'LL DISCOVER:
This isn't about being overly aggressive with your taxes. It's about understanding one of the most powerful tools the tax code gives real estate investors and learning how to use it the right way. Once you see what's possible, you'll never look at selling a property the same way again.
Listen now and start planning your next move with the full picture in mind.
RESOURCES WE MENTIONED IN THIS EPISODE
Our 1031 Exchange Company Partners: [HERE]
1031 Exchange Blog Article: [HERE]
READY FOR REAL ESTATE SUCCESS? Book your call HERE for your next move.
RESOURCES + LINKS
Work w/ SRMD: HERE
Join our FREE Facebook Groups: HERE
Join our Newsletter: HERE
FOLLOW + CONNECT
Connect with SRMD: Website | Instagram | Facebook
Liked this episode? Share it on social and tag me @semiretiredmd
Love the show? Leave a 5-star review and let me know!
What If You Could Get Short-Term Rental Cash Flow Without All the Work?
Mid-term rentals have quietly become one of the most popular strategies in our community, and it's easy to see why. You take a property that would work as a regular long-term rental, furnish it, and rent it to tenants staying 30 to 90 days. The result? Significantly higher cash flow with a fraction of the turnover and management that comes with short-term rentals.
In this episode, we break down everything you need to know to get started with mid-term rentals, from running your first cash-on-cash calculation to finding the right tenants, navigating taxes, and managing the property.
BY THE TIME YOU FINISH LISTENING, YOU'LL DISCOVER:
Mid-term rentals offer a compelling middle ground: higher returns than long-term rentals, less intensity than short-term rentals, and the safety net of knowing your property works as a traditional rental if you ever want to switch back. The key is starting with properties that make sense as long-term rentals, building the right relationships, and developing the skills to flex across strategies.
Listen now and see if mid-term rentals belong in your portfolio.
Follow Lior Weinstein on LinkedIn: https://www.linkedin.com/in/liorweinstein
READY FOR REAL ESTATE SUCCESS? Book your call HERE for your next move.
RESOURCES + LINKS
Work w/ SRMD: HERE
Join our FREE Facebook Groups: HERE
Join our Newsletter: HERE
FOLLOW + CONNECT
Connect with SRMD: Website | Instagram | Facebook
Liked this episode? Share it on social and tag me @semiretiredmd
Love the show? Leave a 5-star review and let me know!
What If the Biggest Risk in Short-Term Rentals Is the One You're Not Thinking About?
Short-term rentals are one of the most popular strategies in our community — and for good reason. The tax benefits through the short-term rental loophole are incredible, the cash-on-cash returns can be 15–20% or higher, and you get the added bonus of a vacation home your family can enjoy.
But here's the thing: we've seen too many investors jump into short-term rentals without understanding the risks that can turn a great investment into a stressful liability. And most of these problems are completely avoidable — if you plan for them upfront.
In this episode, we break down the three most common risks we see short-term rental investors face — low cash flow, changing STR regulations, and overwhelming workload — and give you the exact strategies we use to mitigate each one so your property stays profitable for years to come.
BY THE TIME YOU FINISH LISTENING, YOU'LL DISCOVER:
Short-term rentals can be life-changing investments. But only if you go in with your eyes open, a solid cash-on-cash calculation, and a plan to handle what comes your way. Don't learn these lessons the hard way — listen now and invest with confidence.
If you're ready to go deeper, check out our course Accelerating Wealth at semiretiredmd.com/acceleratingwealth, where we teach you how to buy and operate truly profitable short-term rentals. And if you want to start running the numbers yourself, grab our free short-term rental cash-on-cash calculator at semiretiredmd.com.
READY FOR REAL ESTATE SUCCESS? Book your call HERE for your next move.
RESOURCES + LINKS
Work w/ SRMD: HERE
Join our FREE Facebook Groups: HERE
Join our Newsletter: HERE
FOLLOW + CONNECT
Connect with SRMD: Website | Instagram | Facebook
Liked this episode? Share it on social and tag me @semiretiredmd
Love the show? Leave a 5-star review and let me know!
What If Real Estate Investing Actually Reduced Your Stress?
You're already juggling a demanding career, a family, and a never-ending list of responsibilities. The last thing you want is to add more stress to your plate.
So when someone suggests real estate investing, your first thought might be: "That sounds like a lot of extra work I don't have the bandwidth for."
We get it. We felt the same way. But here's what we discovered after building a portfolio that replaced our clinical income: real estate didn't add stress to our lives. It removed it.
The real source of stress for most physicians isn't being too busy. It's feeling trapped. Trapped in a toxic work environment you can't leave. Trapped with a single income source that everything depends on. Trapped with no flexibility and no options.
In this episode, we break down why real estate investing can actually decrease your overall stress over time, both through practical strategies that make the work easier and mindset shifts that change your entire experience of the process.
BY THE TIME YOU FINISH LISTENING, YOU'LL DISCOVER:
The stress you're feeling right now isn't a reason to avoid real estate. It might actually be the best reason to start. Because on the other side of that initial learning curve is a life with more options, more flexibility, and a whole lot more freedom.
Listen now and start rethinking what's really adding stress to your life.
READY FOR REAL ESTATE SUCCESS? Book your call HERE for your next move.
RESOURCES + LINKS
Work w/ SRMD: HERE
Join our FREE Facebook Groups: HERE
Join our Newsletter: HERE
FOLLOW + CONNECT
Connect with SRMD: Website | Instagram | Facebook
Liked this episode? Share it on social and tag me @semiretiredmd
Love the show? Leave a 5-star review and let me know!
What If Paying Off Your Student Loans First Is Actually Costing You?
If you're a physician sitting on $200K+ in student loans, you've probably been told the same thing over and over: pay off the debt first, then start building wealth.
It sounds responsible. It feels safe. And we get it, because we both did it ourselves.
But looking back, we wish someone had challenged that advice. Because what we've learned after reaching financial freedom in just three years of real estate investing is that waiting five to ten years to start can cost you far more than the interest on your loans ever will.
In this episode, we break down the real arguments for why you might consider investing in real estate before your student loans are fully paid off. This isn't about being reckless with debt. It's about being strategic with your time, your money, and the opportunity in front of you right now.
BY THE TIME YOU FINISH LISTENING, YOU'LL DISCOVER:
Whether you're a fellow, a new attending, or a physician years into practice still chipping away at your loans, this episode will give you a new way to think about what's really possible when you stop waiting for the "right time" and start building now.
Don't let conventional wisdom cost you your best investing years. Listen now and start making a plan that works for your life.
WANT TO LEARN OUR EXACT STRATEGIES FOR PAYING LESS TAXES? Register for our signature Zero to Freedom program here.
READY FOR REAL ESTATE SUCCESS? Book your call HERE for your next move.
RESOURCES + LINKS
Work w/ SRMD: HERE
Join our FREE Facebook Groups: HERE
Join our Newsletter: HERE
FOLLOW + CONNECT
Connect with SRMD: Website | Instagram | Facebook
Liked this episode? Share it on social and tag me @semiretiredmd
Love the show? Leave a 5-star review and let me know!
What if you could stop waiting until 65 to enjoy the freedom you're working so hard for?
Most financial advisors hand you a retirement plan and tell you to max out your 401(k), invest in the market, and wait. Wait until you're older. Wait until you have "enough." Wait until you've traded decades of your life for a number on a statement.
But here's the thing: a high net worth on paper doesn't buy you freedom. Cash flow does.
In this episode, we're sitting down again with Austin Dean, founder and CEO of Waystone Advisors, who's been recognized by Forbes, Business Insider, and the American College of Financial Services for his unique approach to wealth building. Austin works with physicians who are tired of the traditional retirement playbook and ready to create financial independence on their own timeline.
By the time you finish listening, you'll discover:
Why having a high net worth statement can still leave you trapped in your job (and what actually creates freedom)
The difference between a retirement mindset and a financial freedom mindset, and why the shift changes everything
How to make your money work harder by creating a "flywheel" that generates cash flow while you sleep
The most common mistakes physicians make with traditional retirement planning (including the FIRE strategy trap)
Alternative investments that can generate 13-18% returns with the right guidance
What to look for in a financial advisor who actually understands the path to financial freedom
Financial independence is closer than you think. It starts with asking better questions and surrounding yourself with people who've walked the path before you. If you're ready to stop waiting and start building cash flow that gives you options, this episode is your starting point.
IS 2026 THE YEAR YOU GET FINANCIALLY FREE?
Register for the Legally Lower Your Taxes Bootcamp HERE
READY FOR REAL ESTATE SUCCESS? Book your call HERE for your next move.
RESOURCES + LINKS
Work w/ SRMD: HERE
Join our FREE Facebook Groups: HERE
Join our Newsletter: HERE
FOLLOW + CONNECT
Connect with SRMD: Website | Instagram | Facebook
Liked this episode? Share it on social and tag me @semiretiredmd
Love the show? Leave a 5-star review and let me know!
You Have More Time Than You Think
"I don't have time."
It's the number one objection we hear from doctors considering real estate investing. And honestly? It's a question we asked ourselves back in 2015 when we were both working 80+ hours a week as hospitalists, Kenji had a startup, and I was picking up OB shifts on the side.
So we get it. Your schedule is packed. Your responsibilities are real. And the idea of adding something else to your plate feels impossible.
But here's what we've learned after building a portfolio of over 175 doors: real estate doesn't work like medicine. The rules are completely different. And once you understand that, everything changes.
In this episode, we break down exactly why "I don't have time" is actually a limiting belief, and how doctors with schedules just as demanding as yours are building portfolios that generate consistent cashflow without sacrificing their sanity.
By the time you finish listening, you'll discover:
Why real estate is fundamentally different from trading time for money (and how that changes everything)
The "episodic work" concept that explains why your tenth property takes less time than your first
How the "who not how" principle lets you leverage teams so you're not doing everything yourself
The costly trap of over-education and how to escape analysis paralysis
Why getting more efficient over time means scaling up can actually reduce your workload
The real cost of inaction and what your life could look like five to ten years from now if you start today
The Bottom Line
You already have the time. What you need is the right system, the right community, and the confidence to take action. Real estate investing isn't about adding more to your plate. It's about building something that eventually takes work off your plate and gives you the freedom to choose how you spend your time.
A little more effort now for decades of freedom later. That's the trade we made. And thousands of doctors in our community have made the same choice.
Ready to stop trading time for money and start building assets that work for you?
Resources + Links
Zero to Freedom: Our flagship course that takes you from knowing nothing to confidently buying your first cashflowing property. Learn more
Free Webinar: See how doctors are using real estate to reduce taxes, create cashflow, and build time freedom. Watch the replay
Join the Community: Connect with 4,000+ doctors who are on the same path HERE
Follow + Connect
Website: SemiRetiredMD.com
Instagram: @SemiRetiredMD
YouTube: Doctors Building Wealth
Facebook Group: Semi-Retired MD Community
READY FOR REAL ESTATE SUCCESS? Book your call HERE for your next move.
RESOURCES + LINKS
Work w/ SRMD: HERE
Join our FREE Facebook Groups: HERE
Join our Newsletter: HERE
FOLLOW + CONNECT
Connect with SRMD: Website | Instagram | Facebook
Liked this episode? Share it on social and tag me @semiretiredmd
Love the show? Leave a 5-star review and let me know!
What if you could learn the most powerful real estate lessons from an entire year of episodes in just 20 minutes?
We're closing out 2025 by revisiting the three most popular episodes of the Doctors Building Wealth Podcast, each one packed with insights that help physicians build wealth, reduce taxes, reclaim their time, and design a life on their terms.
From the costly mistakes new real estate investors make, to the mindset shifts that fuel physician entrepreneurs, to the investment strategies the ultra wealthy use that most doctors never learn: this recap has it all.
BY THE TIME YOU FINISH LISTENING, YOU'LL DISCOVER:
Whether you're a physician just getting started with real estate investing or ready to scale your portfolio, these lessons will help you build real momentum heading into 2026.
READY FOR REAL ESTATE SUCCESS? Book your call HERE for your next move.
RESOURCES + LINKS
Work w/ SRMD: HERE
Join our FREE Facebook Groups: HERE
Join our Newsletter: HERE
FOLLOW + CONNECT
Connect with SRMD: Website | Instagram | Facebook
Liked this episode? Share it on social and tag me @semiretiredmd
Love the show? Leave a 5-star review and let me know!
From the publisher's feed
Doctors Building Wealth is for physicians drowning in student debt and working endless hours, wondering if your medical career will ever bring true freedom. Despite your six-figure income, the…
We get it—balancing patient care and financial planning is overwhelming when no one taught you how to invest during medical school. Lucky for you, you don't have to figure it out alone.
Meet Drs. Letizia Alto and Kenji Asakura, physicians who've built a multi-million dollar real estate portfolio while maintaining their medical careers. They've helped hundreds of fellow doctors replace clinical income with passive cash flow—without sacrificing patient care.
Join Leti and Kenji each week as they interview physician investors who've escaped the burnout cycle, share step-by-step strategies to analyze deals, and provide actionable blueprints to build your real estate portfolio with your busy schedule. Learn how to leverage your high income, create tax advantages most doctors miss, and build the time freedom you deserve.
It's time to stop trading your time for money and start building generational wealth. Your patients need you at your best—not burned out and counting the years to retirement.

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