Bailey Kramer

The Mid-Term Rental Show

Business EN ↓ 71 episodes

The #1 podcast for active and aspiring Mid-Term Rental operators. Hosted by investor Bailey Kramer, this show breaks down how to find the best markets, analyze deals, furnish for profit, and consistently fill your units with high-quality guests. Get real strategies, real stories, and real results from an operator actively building his MTR portfolio. Learn what works, skip what doesn’t, and grow with confidence while you build long-term freedom through Mid-Term Rentals. Whether you manage one unit or fifty, you’ll get practical, step-by-step insights you can use right away.

Author

Bailey Kramer

Category

Business

Podcast website

podcasters.spotify.com

Latest episode

Apr 10, 2026

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Episodes

Top Tools and Hacks for Ordering & Organizing Furniture for a Midterm Rental Setup 10.04.2026

Bailey Kramer shares the key tools and ordering hacks she’s using to take a client’s vacant west-coast Florida property to fully furnished. She organizes every room’s items in a detailed Google Sheet with links, quantities, notes, and order/delivery tracking, which the client can review to approve or give feedback. She’s sourcing major items from Costco (including dining set, couch, and TVs) for q...

The Unfiltered Truth About My Life as a Real Estate Investor 08.04.2026

Host Bailey Kramer shares 18 personal facts that may surprise people despite his owning over $1M in real estate: he owns no stocks or crypto (though his fiancée does), rents instead of owning a home, doesn’t own or lease a car, and has no personal debt. He’s frugal with clothing and possessions, keeps an older iPhone by replacing the battery, and uses credit card points (especially Southwest Compa...

Hiring a Virtual Assistant to Scale Midterm Rental Co-Hosting (and a Personal Health Journey Update) 06.04.2026

Bailey Kramer thanks listeners for their feedback and shares that he is hiring a virtual assistant to take over low-dollar, time-consuming tasks like guest and tenant messaging so he can focus on higher-value work. He recounts dropping out of college after earning $5,000/month from a co-hosting business, scaling to 30 managed properties, then reducing to about 10 to focus on acquiring his own port...

$95K Duplex Turned Midterm Rental ($3K/month)!!! 01.04.2026

Host Bailey Kramer shares a done-for-you midterm rental client deal for Stehon: a Midwest duplex found on Redfin with only exterior photos, listed at $115,000 and now under contract for $95,000. The fully occupied property currently brings in $1,500/month total on month-to-month leases, with a plan to renovate and furnish each unit into midterm rentals expected to generate about $3,000/month combi...

Midterm Rental Portfolio Update: Five Checkouts in One Week 30.03.2026

Host Bailey Kramer shares a portfolio update on the Midterm Rental Show, outlining his busiest midterm rental week in months with five of his 10 units turning over. He details each checkout: a one-month traveling medical student with a near-immediate replacement; a 243-night insurance-claims stay ending April 1 with no replacement after a Furnish Finder lead fell through; a three-month guest leavi...

Dealing With an OCD Midterm Rental Guest: A Six-Month Airbnb Gone Wrong 27.03.2026

Host Bailey Kramer recounts a problematic midterm Airbnb stay that began with a January six-month inquiry from a local employee booking for a European coworker. After refusing a pre-booking tour, Bailey allowed a post-booking walkthrough with his cleaner, and the local booker later did another walkthrough before move-in, both finding the home fine. Once the European guest arrived, she reported a k...

How to Furnish a Midterm Rental Completely Remotely 25.03.2026

Click Here to grab my MTR Furnishing PlaybookBailey Kramer hosts an episode of the Midterm Rental Show on furnishing midterm rentals completely remotely, sharing a process he’s used for 4–5 years and is currently applying for a Florida new-build client while he’s in Colorado. He notes he’s hiring help for podcast/YouTube editing, then explains that having a full floor plan with dimensions makes re...

My First Cash-Out Refinance on a Midterm Rental (Process, Numbers, and Next Steps) 23.03.2026

Bailey Kramer shares completing a cash-out refinance on her first solo midterm rental, bought in 2022 for $115,000 (listed at $130,000) with an 8.5% rate and about $35,000 down. The property has averaged $2,500–$3,000 per month and appreciated; a recent appraisal came in at $145,000. She refinanced into a new $108,000 loan at 6.6%, paid off the prior $80,000 mortgage, and received a $19,734.94 tax...

Common Listing Fixes to Get More Midterm Rental Bookings 20.03.2026

Click Here⁠ to checkout more info on my DFY MTR Service ⁠Click here ⁠ to grab my MTR Starter Kit for just $1 Bailey Kramer shares the most common feedback he gives midterm rental hosts whose listings aren’t getting booked, based on a recent paid listing review. He emphasizes pricing based on current market alternatives and competition rather than past performance, and recommends using professional...

Weekly Midterm Rental Updates: Selling the Tesla, Illinois Guest Incident, Big Booking, and New Deals 18.03.2026

Click Here to checkout more info on my DFY MTR Service Click here to grab my MTR Starter Kit for just $1Bailey shares a rapid update on personal and business events from the past week. He sold his Tesla to CarMax for about $25,000 while owing roughly $30,000, paying $5,000 to exit the loan and eliminating about $1,500/month in car-related expenses. A co-hosted Illinois duplex had a downstairs gues...

Remote MTR Investing 16.03.2026

Click Here to grab the MTR Starter Kit For just $1! Bailey Kramer explains why out-of-state real estate investing is a major opportunity and argues that being far from a property shouldn’t prevent investors from getting started, especially if their local market numbers don’t work. He says many people overestimate the value of personally visiting properties and confuse emotional comfort with effect...

Market Saturation in Midterm Rentals: Bedroom Counts, Guest Avatars, and Real Competition 13.03.2026

Interested in a FREE 1 on 1 coaching call (will be recorded for the podcast): Click Here Bailey Kramer explains why many investors misunderstand midterm rental market saturation by judging a city based on total listing counts rather than true comparable competition. He argues saturation is usually specific to bedroom count and property type, since different bedroom counts serve different guest ava...

5 Biggest Mistakes New Investors Make in Midterm Rentals 11.03.2026

Interested in my Done For You Mid Term Rental Service? Apply Here: https://mtrturnkey.com/home Bailey Kramer hosts the Midterm Rental Show and explains five common mistakes people make when trying to start midterm rentals: underestimating how many offers, negotiations, and follow-ups it takes to land a good deal; wanting absolute certainty on income despite real estate having no guarantees; spendi...

From Short-Term to Midterm Rentals: Bailey Kramer on Systems, Stability, and Scaling with Hospitable 09.03.2026

Bailey Kramer, a full-time real estate investor and longtime Hospitable user, joins the Hospitable Host podcast to explain his shift from co-hosting up to 30 short-term rentals across multiple markets to primarily owning and operating 10 midterm rental units. He says the main driver was operational burden from frequent STR turnovers, while MTRs run at a slower pace with fewer turnovers and can be...

3 Keys to Finding a Great Midterm Rental Deal 06.03.2026

Click Here to learn more about my "Done For YOU MTR" Service (Must have at least $50K & a 680 credit score to qualify for this service so you can comfortably buy an MTR, pay for furnishings, etc.) Bailey Kramer shares three rules of thumb for finding strong midterm rental deals: (1) the “2% rule,” targeting average monthly rent around 2% of the purchase price (with higher percentages...

My Biggest Money Mistakes (And What I’m Changing) 04.03.2026

Bailey Kramer shares a transparent personal and business update, including wins and regrets. He is pursuing a cash-out refinance on his first solo rental property bought for $115,000 at 8.5% interest, expecting to lower the rate to about 6.5%, pull out roughly $30,000, and keep the payment increase under $100, with plans to refinance another property next. On the downside, he is selling his Tesla...

How to LOWBALL Sellers, respectfully! 02.03.2026

Bailey Kramer explains his approach to making offers in today’s market by focusing on numbers that work for him rather than list price. He recounts buying a property listed at $110,000 by initially offering about $60,000 and ultimately closing at $85,000, which has since performed well as a midterm rental. He then describes calling an agent about another nearby listing (3 bed/1 bath, 884 sq ft) pr...

Best Property Types for Midterm Rentals 27.02.2026

Grab My Free Guide on choosing the best property type: https://www.midtermstrategy.com/bestpropertytypes Interested in my Done For You Mid Term Rental Service? https://mtrturnkey.com/home Bailey Kramer explains which property types work best for midterm rentals by comparing one-bed/one-bath units, two-bed/one-bath houses, three-bed/one-bath houses, and three-bed/two-bath houses using examples from...

Which Rental Strategy Makes the Most Money? 25.02.2026

In this video, I compare three rental strategies: Long-Term Rentals Short-Term Rentals Midterm Rentals I grade each one across five key categories: • Cashflow • Stability • Scalability • Management Intensity • Barrier to Entry Each strategy gets scored out of 50. Some results might surprise you. One strategy is incredibly stable but lacks upside. One can produce strong income but demands serious t...

How To Manage Mid-Term Rentals Remotely (From South Korea!) 23.02.2026

In this episode of The Midterm Rental Show, I sit down with someone I have real history with — Alisha, who used to work with me in my co-hosting company years ago. Since then, she’s built and managed a remote portfolio while navigating military life, deployments, live-in renovations, two babies, and multiple cross-country moves. We talk about: How she transitioned from short-term rentals to midter...

The Airbnb market collapsed, here's what to do instead 20.02.2026

Host Bailey Kramer explains why short-term rentals have become much harder than they were 2–4 years ago and outlines five main causes: (1) supply has exploded since the COVID-era boom while travel demand has normalized, creating intense competition and a race to the bottom on price; (2) guests are booking last minute because they see abundant availability, which reduces revenue predictability and...

How my Fiance and I handle our Finances... 18.02.2026

In this episode of The Midterm Rental Show, I’m letting you in on a very personal conversation I had with my fiancée about money as we prepare to get married and combine finances. We’ve been together for nine years. We’ve lived together. We’re building a life together. And now we’re building a financial plan together. This episode breaks down: How we’re structuring our joint finances once we’re ma...

Optimizing Your Midterm Rentals for Success: Key Insights from a Coaching Call 16.02.2026

🔗 RESOURCES & SOFTWARE MENTIONED: • Book a 1:1 Coaching Call with Me • Baselane (Free Banking + Bookkeeping – Affiliate Link) • Minoan (Free Furniture Discounts) • Amazon Business • Walmart Business Plus In this episode of the Midterm Rental Show, host Bailey Kramer discusses critical takeaways from a recent coaching call with a midterm rental owner facing challenges with property bookings. K...

How I’m Pulling $20,000 Out of One Property (Without Selling It) 13.02.2026

In this episode of The Mid-Term Rental Show , I break down exactly how I’m about to receive $20,000 in tax-free cash from a property I bought in 2022… without selling it. This isn’t clickbait. This isn’t some risky creative financing trick. This is simply understanding how to use equity the right way. Back in 2022, I bought a property for $115,000 at an 8.5% interest rate — when everyone else was...

Legal Win + Pipe Burst: A Real Day in My Mid-Term Rental Business 11.02.2026

In this episode of The Mid-Term Rental Show , I’m pulling back the curtain on a very real day inside my mid-term rental business —the good, the stressful, and everything in between. First, I break down a legal situation with a traveling nurse tenant who attempted to leave early without honoring the lease. I explain how I handled the situation, the role the lease played, and how it ultimately resul...

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