The Mid-Term Rental Show

Cash flow vs appreciation is one of the longest-running debates in real estate — and most investors are asking the wrong question. In this episode, I break down the real difference between cash flow and appreciation, why I personally prioritize cash-flowing properties, and how cash flow has allowed me to reinvest, compound, and scale my portfolio faster. I walk through: What cash flow actually is...

Grab My MTR Starter Pack: https://www.midtermstrategy.com/mtrstarterpack If you’re brand new to mid-term rentals — or you’ve been stuck in “I want to start, but I don’t know where to begin” mode — this episode is for you. In this special newbie-only episode , I’m breaking down everything included in my Mid-Term Rental Starter Pack and explaining how you can get it completely free . This Starter Pa...

In today’s real estate market, buying mid-term rental properties looks very different than it did a few years ago — and most investors haven’t adjusted. In this episode of The Mid-Term Rental Show , I break down the exact strategies I’m using right now to get offers accepted by sellers, even when properties have been sitting on the market for 30, 60, or 90+ days. I walk through real examples from...

Interested in joining the MTR Inner Circle? https://mtrinnercircle.com/join In this episode of the Mid-Term Rental Show , I break down a real coaching conversation I had with Ashley, a member of the MTR Inner Circle who already scaled to 8 mid-term rental units in under a year—and is now gearing up for her first BRRRR deal. We walk through the exact questions most investors have when trying to tra...

In this episode of The Mid-Term Rental Show , I’m breaking down everything you need to know about guest screening for mid-term rentals — what it is, when it matters, and when I personally skip it. Guest screening sits in a weird gray area between short-term and long-term rentals. Airbnb handles most screening for you, long-term rentals require applications and background checks… but mid-term renta...

Resources mentioned: 👉 Corporate inspection checklist: https://stan.store/baileykramer/5starchecklist If you have questions or want to talk systems, shoot me a DM on Instagram. In this episode of The Mid-Term Rental Show , I break down why systems matter more than most hosts realize — and how a simple checklist completely changed my perspective. After a corporate housing company requested a pre-a...

In this episode of The Mid-Term Rental Show , Bailey breaks down the exact system he used to turn a Furnished Finder inquiry into a signed lease—literally within minutes. You’ll hear the full story behind a real traveling nurse lead, what he said on the first call, how he built instant trust, and the steps he uses to convert high-quality guests consistently. If you’ve been struggling with low lead...

In this episode, Bailey goes unfiltered about a major problem brewing in the mid-term rental world: unnecessary middlemen inserting themselves between hosts and relocation companies — slowing communication, adding cost, and creating chaos for families who just need housing. He breaks down exactly how insurance placements used to work, what’s changing, a real story from this week, and how he’s adap...

In this episode, I breaks down the 10 most frequently asked questions about Mid-Term Rentals — pulled straight from real operators in the field. From profitability vs. Airbnb, to furnishing budgets, to keeping vacancy low, to the biggest beginner mistakes… this episode gives you the quick, no-fluff answers you’ve been looking for. Whether you already run MTRs or you’re gearing up for your first on...

Click Here to checkout Baselane! In this episode, Bailey pulls back the curtain on the exact banking + bookkeeping system he’s used to run his 10-unit mid-term rental portfolio since 2022: BaseLane . This isn’t a sponsored episode — just the real behind-the-scenes breakdown of the platform he’s trusted for 3+ years to track expenses, collect rent, automate bookkeeping, manage property-specific ban...

Managing mid-term rentals remotely isn’t just possible — it’s how Bailey runs all of his properties today. In this episode, he breaks down the exact systems, team members, and tech stack that allow him to operate 10+ MTR units from across the country. You’ll learn: The 3 essential on-the-ground team members you must have (and how to find them) Why a rock-solid cleaner and handyman are the backbone...

Wondering how much your mid-term rental should earn each month? In this episode, Bailey breaks down the exact steps he uses to accurately price MTRs—whether he’s underwriting a new deal or advising members inside the MTR Inner Circle. You’ll learn: How to use Airbnb to reverse-engineer real market demand Why you should analyze 1-month, 2-month, and 3-month stay pricing separately How to identify r...

Picking the city for your MTR is only half the battle — the real money is made in choosing the right neighborhood . In this follow-up to “How to Find Untapped Mid-Term Rental Markets,” Bailey breaks down the exact process he uses to analyze neighborhoods in markets he’s never even visited. You’ll learn: How to use Airbnb reviews (especially location ratings ) to instantly spot good vs. bad pockets...

In this episode of The Mid-Term Rental Show , I break down the exact strategy I’m using to go from 10 units to 20 units by the end of 2026 —even without unlimited capital. You’ll learn how the BRRR strategy (Buy, Renovate, Rent, Refi, Repeat) becomes a superpower when paired with mid-term rentals, how I’ve recycled the same $25K–$30K to acquire multiple units, and the step-by-step process behind b...

Choosing the right mid-term rental market can make or break your results — but most investors are looking at the wrong data. In this episode, I break down the exact method I use to find untapped MTR markets with high demand, low competition, and consistent bookings. After operating my own properties across multiple cities — and co-hosting in even more — I’ve learned that strong MTR demand exists i...

In today’s episode, I’m taking you completely behind the scenes. No deals, no strategies, no MTR talk — just me . After getting a ton of feedback from my first episode about how much people enjoyed learning more of my story, I wanted to record a true “get to know me” episode. So in this one, I’m sharing parts of my life most people on social media never hear about: Moving to Denver and why Ellie a...

In this episode, Bailey Kramer explores the inherent risks associated with midterm rentals. He outlines five major risks: mortgage payments, unexpected repairs and maintenance, liability issues, vacancy rates, and tenant non-payment. Bailey provides practical advice on how to mitigate these risks, including maintaining financial reserves, having adequate insurance, and implementing effective marke...

Grab My MTR Resource List: https://www.midtermstrategy.com/mtr-resource-list In this episode, I break down every single website, software, and tool I use to run my Mid-Term Rental business. From furnishing discounts, automation systems, guest communication, smart locks, bookkeeping, banking, and pricing tools — I walk you through exactly what I use, why I use it, and how it saves me time, money, a...

In this episode, I break down exactly why I pivoted away from short-term rentals and doubled down on mid-term rentals. I share the behind-the-scenes reality of STR hosting, the burnout that comes with constant guest turnover, and how switching to mid-term rentals brought me more consistency, better guests, fewer headaches, and more time freedom. If you’re debating STRs vs MTRs, this episode will g...

In this episode, I pull back the curtain on my real estate journey—from a kid bouncing between Florida and Wisconsin, to a college student obsessed with Rich Dad Poor Dad, to a college dropout running a 10-unit mid-term rental portfolio and remote co-hosting business. I share how I got into real estate with no family background, the mastermind that changed everything, the partnership that went sid...

Welcome to The Mid-Term Rental Show — the #1 podcast for active and aspiring Mid-Term Rental operators. Hosted by investor Bailey Kramer, this short trailer explains what the show is about, who it’s for, and what you’ll learn each week. If you want reliable cash flow, better tenants, and the strategies to scale your Mid-Term Rental portfolio with confidence, start here. Follow me on Instagram: htt...