The Mid-Term Rental Show

Buying your first mid-term rental is exciting — but let’s be honest, it’s also uncomfortable, intimidating, and full of unknowns. In this episode of The Mid-Term Rental Show , Bailey breaks down five raw truths every investor needs to hear before buying their first mid-term rental. These aren’t the polished, Instagram-friendly talking points — these are the real lessons that determine whether some...

Is now actually a good time to get into mid-term rentals? Or should you wait for interest rates to drop, prices to fall, or the “perfect” market conditions? In this episode of The Mid-Term Rental Show , Bailey breaks down why this question almost always comes from beginners and why focusing on timing the market is one of the biggest mistakes new investors make. Using real data from one of his own...

In this episode of The Mid-Term Rental Show , I break down my most recent acquisition — three fully furnished mid-term rental properties purchased in a single off-market transaction . What makes this deal unique is that I didn’t find it on Zillow… I co-hosted these properties for years before eventually buying them from the owner. I walk through: How the deal originated from an Instagram connectio...

In this episode of The Mid-Term Rental Show , I break down a real, unfolding tenant dispute that’s pushing dangerously close to a lawsuit. What started as a routine traveling-nurse booking quickly spiraled into claims of misrepresentation, mold, uninhabitable conditions, and threats of legal action—all despite prompt repairs, a full bathroom replacement, and repeated good-faith efforts to resolve...

In this episode, I’m recapping the past week of my life and business while on a ski trip in Park City, Utah — and what really goes on behind the scenes when you’re running mid-term rentals remotely. I break down: How I manage 10+ mid-term rentals while traveling A major bathtub renovation mistake that turned into a $2,200 lesson A tense contractor pricing dispute (and how I handled it) A bad clean...

Interested in 1 on 1 coaching? https://www.midtermstrategy.com/1on1coaching Interested in a Done For You Mid term Rental? https://mtrturnkey.com/application In this video, I break down a real, side-by-side comparison between: • Putting $39K into the S&P 500 • Using $39K as a down payment on a mid-term rental I walk through: • Stock market returns vs real estate returns over 3 years • Cash flow...

In this episode of The Mid-Term Rental Show , I sit down with Adrienne Green — real estate investor, private lender, and founder of a virtual assistant staffing company — who’s built a business that lets her live and work from anywhere in the world. We talk about her journey from corporate finance and teaching to real estate investing, scaling with systems, hiring virtual assistants, and eventuall...

In this episode of The Mid-Term Rental Show , I break from the usual tactics and numbers to talk about grit, risk, and belief — inspired by an unlikely national championship run from the Indiana Hoosiers . Indiana didn’t have five-star recruits. They didn’t have the biggest budget or the flashiest roster. What they did have was relentless work ethic, a coach willing to bet on himself, and players...

In this episode of The Mid-Term Rental Show , I break down my fifth mid-term rental deal from start to finish — including how I found it, negotiated it, funded it with private money, renovated it, furnished it, and refinanced it with almost no money left in the deal . This property started as a messy Zillow listing with no Airbnb comps, a destroyed bathroom, and multiple liens — but ended up appra...

Are mid-term rentals getting oversaturated… or is that just noise? In this episode of The Mid-Term Rental Show , I break down one of the biggest questions I get from investors right now: Has demand for mid-term rentals slowed down? We unpack the two forces that actually matter — supply and demand — and why most people misunderstand what’s really happening in the market. I share what I’ve seen afte...

In this episode of The Mid-Term Rental Show , I’m sharing a real situation from one of my MTR properties where a tenant complained about slow WiFi — even though I was already paying for the fastest internet plan available. Instead of adding another internet bill or overcomplicating things, I found a simple fix that cost just $3 per month and ended up saving me over $500 per year , while making my...

Download my "Rental Strategy Selector" guide: https://www.midtermstrategy.com/whichrentalstrategyisbest What’s the best rental strategy — long-term, short-term, or mid-term rentals? It’s one of the most common questions I get, and the real answer isn’t what most people expect. In this episode, I break down the pros and cons of each rental strategy , who each one is actually best for, and...

Interested in this service? Schedule a 1 on 1 call with me to talk through the details and see if it's a good fit! https://link.midtermstrategy.com/widget/bookings/done-for-you-mid-term-rentals This episode is different than anything I’ve done before. Instead of teaching a specific strategy or breaking down a deal, I’m sharing a brand-new idea I’ve been thinking through — and I genuinely want...

🔗 RESOURCES MENTIONED IN THIS EPISODE 👉 Market Selection Resource: https://www.midtermstrategy.com/mtr-untapped-markets 👉 Midterm Rental Furnishing Checklist: https://www.midtermstrategy.com/mtr-furnishing-playbook 👉 Coaching / Additional Resources: https://www.midtermstrategy.com/1on1coaching If I lost all my properties, all my connections, and all my experience , here’s exactly how I’d rebui...

In this episode of The Midterm Rental Show , I’m breaking down every detail of the fourth midterm rental property I ever bought — the good, the bad, and everything in between. This deal started with a lowball offer on an $80,000 listing , a motivated seller, and a property I thought I had locked up… until it went under contract with someone else. Two weeks later, the deal fell apart — and that’s w...

👉 Grab Bailey’s free MTR Deal Analyzer https://www.midtermstrategy.com/mtr-deal-analyzer-page Wondering how much it actually costs to operate a midterm rental? In this episode of The Midterm Rental Show, Bailey Kramer breaks down every major operating expense—from advertising and cleaning to utilities, repairs, and capital expenditures—using real monthly averages from one of his own properties Yo...

Midterm rentals can be highly profitable—but they’re not as easy or passive as most people make them sound. In this episode of The Mid Term Rental Show I break down the 5 biggest downsides of mid term rentals that every investor needs to understand before jumping in. I own ten mid term rental units myself and plan to double my portfolio so this is not theory. This is real experience from the trenc...

Checkout My MTR Inner Circle (My private online community for those who have at least 1 rental and looking to scale with MTR's: https://community.mtrhub.com/communities/groups/mtr-inner-circle/home?invite=6958519d1017099e8992a472 Checkout My 1 on 1 Coaching Option (For those who want to work with me 1 on 1 to buy your 1st MTR): https://www.midtermstrategy.com/1on1coaching This episode is a lit...

In this episode of The Midterm Rental Show, I break down the full story behind my third real estate acquisition a $150,000 triplex that completely changed my cash flow. Just weeks after a failed BRRRR refinance that cost me $24,000 out of pocket, I closed on this property with another $32,000 down, leaving me nearly cashless at 23 years old. With no listing photos, existing tenants in place, and n...

Grab my MTR Furnishing Blueprint: https://www.midtermstrategy.com/mtr-furnishing-playbook 👉 Watch the behind-the-scenes furnishing vlog: https://youtu.be/nw1m2SbHmV0 Furnishing a mid-term rental is completely different from setting up a short-term Airbnb and getting it wrong can cost you time, money, and bookings. In this episode, host Bailey Kramer breaks down everything you need to know to furn...

In this episode of the Mid-Term Rental Show, I’m peeling back the curtain and sharing my top three goals for 2026 —both personal and business. I break down: • How I plan to double my mid-term rental portfolio from 10 to 20 units using the BRRRR strategy • My vision for building the most active, action-oriented mid-term rental community in the space • Why I want to partner with a listener or follow...

In this episode, I break down my second midterm rental deal from buying a $65K property to attempting the BRRRR strategy that did not go as planned. I walk through how I funded the deal with private money, contractor mistakes, renovation delays, a low appraisal that crushed my refi, and why I had to bring $24,000 out of pocket when I expected zero. Despite the chaos, this property now cash flows $...

Grab my "MTR Financing Blueprint" here: https://www.midtermstrategy.com/mtr-financing-blueprint Financing is one of the most confusing — and most important — parts of building a successful mid-term rental portfolio. In this episode, I break down every major financing option you can use for mid-term rentals in plain English, exactly how I’d explain it to a friend who’s brand new to real e...

In this episode, I break down the very first rental property I ever bought completely sight unseen — in a city I’d never visited, at 22 years old, with no partners and no outside investors. I walk through exactly how I found the deal remotely, why I felt confident buying without seeing it in person, and how I structured the purchase using a DSCR loan during a high–interest-rate environment. You’ll...

In this episode of The Mid-Term Rental Show , I’m doing something I’ve never done before — I’m playing a real, unedited phone call with a Furnished Finder lead that turned into a signed tenant who paid first month’s rent . No scripts. No polish. Just a raw conversation showing exactly how I handle tenant inquiries, answer objections, explain my process, and build trust — all in real time. You’ll h...