Doctors Building Wealth

Leti and Kenji
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Mar 29, 2026 • 22min

Ep 175: Can Mid-Term Rentals Really Get You 20% Cash-on-Cash Returns?

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:Why mid-term rentals can generate 20%+ cash-on-cash returns on properties that would otherwise be standard long-term rentalsHow to use the long-term rental cash-on-cash calculator for mid-term rentals (and the additional expenses you can't afford to miss)Which property types and locations work best, and why proximity to hospitals, corporate offices, and good school districts matters so muchThe most common tenant types (traveling nurses, corporate workers, medical students, and insurance displacement renters) and how building relationships keeps your units fullHow mid-term rentals are taxed as long-term rentals (meaning you need Real Estate Professional Status to offset W-2 income with losses)What to watch for with city restrictions and how most regulations define short-term vs. mid-term staysHow to fill vacancy gaps between mid-term stays by listing on Airbnb or VRBO as a short-term rentalThe flexibility to move between long-term, mid-term, and short-term rental strategies as your goals and market conditions changeMid-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.RESOURCES WE MENTIONED IN THIS EPISODEBoost Your Cash Flow Course (Mid-Term Rentals): HEREAccelerating Wealth Course (Short-Term Rentals): HERELong-Term Rental Cash-on-Cash Calculator: HEREShort-Term Rental Cash-on-Cash Calculator: HEREREADY FOR REAL ESTATE SUCCESS? Book your call HERE for your next move.RESOURCES + LINKSWork w/ SRMD: HEREJoin our FREE Facebook Groups: HEREFOLLOW + CONNECTConnect with SRMD: Website | Instagram | FacebookLiked this episode? Share it on social and tag me @semiretiredmdLove the show? Leave a 5-star review and let me know!
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Mar 15, 2026 • 26min

The Hidden Risks of Short-Term Rentals (And Why Most Investors Ignore Them)

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:How to use a cash-on-cash calculator properly (and the two conservative assumptions we always build in to protect our downsideWhy you should never "set it and forget it" with a short-term rental — and how actively managing revenue and expenses drives up your returns over timeThe counterintuitive reason you should buy in markets with well-established STR regulations (not markets with zero rules)How one couple in our community turned a $650K property into a $1.3M exit after a surprise STR ban — because they had a backup planWhy forcing appreciation is your ultimate safety net, whether or not regulations changeThe year-one vs. year-two management strategy that frees up your time while keeping the tax benefitsHow automation, delegation, and virtual assistants can dramatically reduce your workload without sacrificing performanceShort-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 + LINKSWork w/ SRMD: HEREJoin our FREE Facebook Groups: HEREFOLLOW + CONNECTConnect with SRMD: Website | Instagram | FacebookLiked this episode? Share it on social and tag me @semiretiredmdLove the show? Leave a 5-star review and let me know!
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Mar 1, 2026 • 20min

Will Real Estate Investing Make My Life More Stressful?

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:Why relying on a single W-2 income is actually one of the most stressful financial positions you can be in, and how a second income source changes everythingHow the bulk of the work in real estate happens upfront and gets dramatically easier with each property you buyThe systems, teams, and delegation strategies that can put your portfolio on near-autopilot over timeWhy "who not how" is one of the most powerful stress-reducing principles in real estate (and a real example of a physician who made multiple six figures on a deal she barely had to work for)The mindset shift that turns the discomfort of learning something new from a source of anxiety into a source of excitementHow to catch disempowering stories you're telling yourself and intentionally choose meanings that keep you moving forwardThe 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 + LINKSWork w/ SRMD: HEREJoin our FREE Facebook Groups: HEREFOLLOW + CONNECTConnect with SRMD: Website | Instagram | FacebookLiked this episode? Share it on social and tag me @semiretiredmdLove the show? Leave a 5-star review and let me know!
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Feb 15, 2026 • 25min

Should I Pay Off Student Loans Before Investing?

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:Why the five to ten years you spend paying off loans could be your most valuable investing years, and what that delay may actually cost youHow real estate returns can significantly outpace your student loan interest rate when you stack all six ways to earnWhy having only one source of income (your W-2) is actually the riskier position, and how cash-flowing properties change thatThe tax strategy that could put six figures back in your pocket each year, giving you the ability to invest and pay down debt simultaneouslyHow to rethink "good debt" vs. "bad debt" so fear doesn't keep you on the sidelinesThe real question you should be asking: not "should I pay off my loans first?" but "how do I start building assets while managing debt responsibly?"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 + LINKSWork w/ SRMD: HEREJoin our FREE Facebook Groups: HEREFOLLOW + CONNECTConnect with SRMD: Website | Instagram | FacebookLiked this episode? Share it on social and tag me @semiretiredmdLove the show? Leave a 5-star review and let me know!
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Feb 1, 2026 • 28min

Why Retirement Planning Isn't the Same as Planning for Financial Freedom - Interview with Austin Dean

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 everythingHow to make your money work harder by creating a "flywheel" that generates cash flow while you sleepThe 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 guidanceWhat to look for in a financial advisor who actually understands the path to financial freedomFinancial 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 HEREREADY FOR REAL ESTATE SUCCESS? Book your call HERE for your next move.RESOURCES + LINKSWork w/ SRMD: HEREJoin our FREE Facebook Groups: HEREFOLLOW + CONNECTConnect with SRMD: Website | Instagram | FacebookLiked this episode? Share it on social and tag me @semiretiredmdLove the show? Leave a 5-star review and let me know!
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Jan 18, 2026 • 29min

How Can I Invest in Real Estate If I Don’t Have Any Time?

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 firstHow the "who not how" principle lets you leverage teams so you're not doing everything yourselfThe costly trap of over-education and how to escape analysis paralysisWhy getting more efficient over time means scaling up can actually reduce your workloadThe real cost of inaction and what your life could look like five to ten years from now if you start todayThe Bottom LineYou 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 + LinksZero to Freedom: Our flagship course that takes you from knowing nothing to confidently buying your first cashflowing property. Learn moreFree Webinar: See how doctors are using real estate to reduce taxes, create cashflow, and build time freedom. Watch the replayJoin the Community: Connect with 4,000+ doctors who are on the same path HEREFollow + ConnectWebsite: SemiRetiredMD.comInstagram: @SemiRetiredMDYouTube: Doctors Building WealthFacebook Group: Semi-Retired MD CommunityREADY FOR REAL ESTATE SUCCESS? Book your call HERE for your next move.RESOURCES + LINKSWork w/ SRMD: HEREJoin our FREE Facebook Groups: HEREFOLLOW + CONNECTConnect with SRMD: Website | Instagram | FacebookLiked this episode? Share it on social and tag me @semiretiredmdLove the show? Leave a 5-star review and let me know!
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Jan 4, 2026 • 18min

Real Estate Lessons Every Doctor Needs to Hear (Our Top Episodes of 2025)

Learn powerful real estate insights condensed from a year of episodes! Discover the common pitfalls that new investors face and the importance of mentorship. Embrace a mindset shift to aim for exceptional returns rather than average. Explore how the ultra wealthy invest differently, opting for cash-flowing assets like real estate over traditional stocks. Understand the value of control in real estate for wealth building. Get ready to enhance your investment strategies and reclaim your time as you head into 2026!
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Dec 28, 2025 • 24min

Why Doctors Often Struggle with Goal Setting

Doctors often excel in their careers but struggle with personal goal setting. They’ve been trained to follow a strict path, leaving them feeling lost when it comes to designing their own lives. The hosts discuss the importance of creativity in goal setting and how to break free from the cycle of busyness. They highlight the need for accountability and the value of learning from failures. By prioritizing impactful actions and setting aspirational goals, physicians can reclaim control over their futures.
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Dec 21, 2025 • 30min

Why 2026 Is Set Up to Be a Great Time to Invest in Real Estate

What if the best window to build real wealth isn’t when everyone feels confident—but when most doctors are sitting on the sidelines, waiting for clarity that never comes?Many doctors get stuck trading time for money, parking their savings in familiar places, and telling themselves they’ll invest “when things feel safer.” Meanwhile, rising costs, market cycles, and missed opportunities quietly compound, keeping them locked into the rat race longer than they planned.In this episode, Kenji and Leti break down why 2026 is shaping up to be a rare inflection point for real estate investors—and how doctors who understand the cycles, manage their mindset, and take intentional action can position themselves years ahead of the crowd.BY THE TIME YOU FINISH LISTENING, YOU’LL DISCOVER:• Why slowing markets, reduced competition, and shifting interest rates often create the best buying opportunities• How tax strategies like 100% bonus depreciation can accelerate wealth building when used intentionally• The mindset shift required to act strategically while others wait—and why real wealth is often built in quieter seasonsIf you want, I can also adapt this for Apple Podcasts, Spotify, YouTube, or a short newsletter blurb.READY FOR REAL ESTATE SUCCESS? Book your call HERE for your next move.RESOURCES + LINKSWork w/ SRMD: HEREJoin our FREE Facebook Groups: HEREFOLLOW + CONNECTConnect with SRMD: Website | Instagram | FacebookLiked this episode? Share it on social and tag me @semiretiredmdLove the show? Leave a 5-star review and let me know!
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Dec 14, 2025 • 44min

You’re Not in Control—And That’s a Good Thing with Dr. Jacob Liberman

Is it possible that your constant drive to do more is actually keeping you stuck?Many doctors find themselves in a cycle of chasing achievement—checking boxes, hitting milestones, and pushing forward without ever really feeling fulfilled. You’ve been taught that success comes from effort and control. But what if the freedom you're working so hard for requires a completely different approach?In this episode, Dr. Jacob Liberman—optometrist, visionary, and author of Luminous Life—offers a powerful reframe. He shares why letting go of force and tuning into what’s already calling you might be the key to building a life of true alignment.BY THE TIME YOU FINISH LISTENING, YOU’LL DISCOVER:Why doing more doesn’t always bring you closer to freedomHow to spot the subtle cues that can guide your next moveA mindset shift that helps you stop striving and start aligning with what matters mostThis episode will challenge the way you think about productivity, success, and how to create a life on your terms.Connect with Jacob Liberman:Dr. Jacob Liberman’s discoveries in the fields of light, vision, and consciousness have been enthusiastically endorsed by luminaries in the fields of health, science, and spirituality from Deepak Chopra and Bruce Lipton to Eckhart Tolle. His newest book, Luminous Life: How the Science of Light Unlocks the Art of Living, reveals how light guides our every step, so we may fulfill our reason for being. For more information, please visit www.jacobliberman.org.READY FOR REAL ESTATE SUCCESS? Book your call HERE for your next move.RESOURCES + LINKSWork w/ SRMD: HEREJoin our FREE Facebook Groups: HEREFOLLOW + CONNECTConnect with SRMD: Website | Instagram | FacebookLiked this episode? Share it on social and tag me @semiretiredmdLove the show? Leave a 5-star review and let me know!

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