The Mid-Term Rental Show

Bailey Kramer
  • 4.5 (6)
  • Investing

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.

  1. Apr 10

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

    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 quality, white-glove delivery, and multi-item discounts; kitchen supplies from Amazon using an Amazon Business account for better pricing and by selecting a specific Prime delivery day to earn 1% back; and additional discounts via Minoan for brands like Wayfair and Crate & Barrel. She also orders basics from Walmart Business Plus and towels from Sam’s Club, and uses FedEx/UPS vacation holds to consolidate deliveries into one day. She outlines an install week plan: fly in Tuesday, deliveries Wednesday, furniture assembly Thursday, organizing Friday, photos Saturday, then handoff to the owner.00:00 Welcome and Overview00:17 Project and Client Context01:31 Google Sheets Tracking System02:56 Costco Furniture Discounts04:06 Amazon Business and Delivery Hacks05:46 Minoan Deals Wayfair and Crate06:46 Walmart and Sams Club Essentials07:19 Delivery Day Scheduling Strategy08:26 Install Week Plan in Florida09:38 Co Hosting Options and Wrap Up

    11 min

  2. Apr 8

    The Unfiltered Truth About My Life as a Real Estate Investor

    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 Companion Pass) to make most flights nearly free. His biggest recurring expenses are health-related (gym, recovery studio, workout app, meal prep). He makes decisions quickly, prioritizes travel experiences over five-star hotels, and rarely talks real estate with friends/family. He’s the first in his family to own rentals, dropped out of college in his last semester as his co-hosting business grew, started working in high school, learned money habits largely by doing the opposite of his parents, struggles with hiring/delegating, and becomes introverted in groups of five or more.00:00 18 Surprising Money Habits00:17 No Stocks Just Real Estate01:30 Why I Still Rent02:48 Living Without a Car04:48 Zero Personal Debt05:28 Cheap Clothes Simple Style07:02 Not Into Flashy Stuff08:18 Keeping the Same iPhone09:47 Free Flights With Points11:29 Spending on Health13:45 Fast Decisions Minimal Thinking15:07 Experiences Over Luxury Hotels16:56 Real Estate Stays Offline17:47 No Family Rental Background18:52 Dropping Out to Build Business23:29 Working Since High School27:08 Money Lessons From Parents28:56 Hiring and Delegation Struggles29:43 Introvert in Big Groups30:42 Wrap Up and Takeaways

    32 min

  3. Apr 6

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

    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 portfolio, now at 10 units, with another potential deal pending. He plans to grow his co-hosting business in Q2–Q3 2026, especially for midterm rentals, leveraging insurance and travel-nurse connections plus operational systems and preventative maintenance, and invites owners to reach out. He will document the VA hiring/training process and is also hiring full-time content help. He closes with a health update: after a DEXA scan showed 25% body fat, he’s cutting calories, training five days/week, and aiming toward 15%.00:00 Welcome And Thanks01:02 Why Hire A Virtual Assistant01:15 Dropping Out And Early Hustle02:40 Scaling Co Hosting Then Buying03:17 Cutting Clients And Refocusing05:05 Delegating Low Value Tasks06:53 Growth Plan For 202608:41 Offer Co Hosting Help09:09 Documenting VA And Content Team10:53 Health Journey Segment11:24 DEXA Results And Goals12:34 Training Diet And Progress13:48 Wrap Up And Contact

    14 min

  4. Apr 1

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

    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 combined. Investor First Capital is providing a hard money loan, with Stephon bringing roughly $15,000 to closing. Units will be renovated one at a time while managing tenant move-outs to maintain some income, then refinanced with an estimated after-repair value around $150,000 to reduce out-of-pocket cash. Bailey also mentions another client fourplex opportunity and a possible Florida trip to document furnishing a new-build midterm rental.00:00 Show Intro00:15 Done For You Service00:41 Finding The Duplex01:40 Negotiation And Walkthrough02:33 Under Contract Numbers03:13 Renovation And Refi Plan05:13 More Deal Examples06:10 Upcoming Florida Setup06:44 Questions And How To Reach Me07:30 Wrap Up And Next Videos

    8 min

  5. Mar 30

    Midterm Rental Portfolio Update: Five Checkouts in One Week

    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 leaving with a future tenant already leased and paid via Baselane starting in June (leaving April–May to fill); a construction worker checking out with a new six-month stay lined up about a week later; and a three-to-four-month guest with a next-day move-in. Overall, three units have immediate move-ins and two need filling, highlighting that occupancy and turnover timing can vary widely.00:00 Big Week Preview00:15 Why Five Checkouts00:54 Checkout One Quick Turn01:21 Long Insurance Stay Ends02:07 Gap Until June Lease02:35 Construction Worker Swap02:58 Three Move Ins Two Vacancies03:26 Transparency And Next Steps03:59 Midterm Reality Check04:23 Wrap Up And Sign Off

    5 min

  6. Mar 27

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

    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 kitchen window leak and then sent multiple nitpicky cleaning photos, demanded a deep clean, and was described by the cleaner as extremely OCD (e.g., checking behind the fridge). Weeks later, the local employee reported nonstop complaints and threats to report the listing; she arranged another inspection with Bailey’s handyman and cleaner, which triggered the guest’s camera alerts and demand that the cleaner leave. The inspection found only minor fixable issues, and the company decided to move the guest to an extended-stay hotel, shortening the reservation to one more month.00:00 Welcome and Setup00:17 January Booking Inquiry01:55 Pre Booking Walkthrough Rules03:06 Move In Day Issues Begin04:48 Cleaning Complaints and Deep Clean07:44 Three Weeks Later Escalation Call10:47 Inspection and Camera Drama12:38 Decision to End Stay Early13:38 Lessons Learned and Wrap Up

    15 min

  7. Mar 25

    How to Furnish a Midterm Rental Completely Remotely

    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 remote furnishing much easier, followed by aligning on the client’s vision and building a room-by-room mood board. He uses a customizable furnishing and supplies checklist template and sources most furniture from Wayfair (often with Minoan discounts), plus Costco for select items like a couch and dining set, Amazon for kitchen/bath essentials (via a business account), and sometimes Walmart depending on property price point. For design mockups, he uses ChatGPT image generation, and for assembly he hires local help via Thumbtack, coordinating with photos and FaceTime.00:00 Welcome to the Show00:22 Housekeeping Updates01:02 Why Remote Furnishing Works02:27 Floor Plans and Vision03:42 Furnishing Checklist Template04:36 Where to Buy Everything07:33 Using ChatGPT for Mockups08:44 Local Install and Assembly09:35 Wrap Up and Next Steps

    10 min

  8. Mar 23

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

    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-free wire after lender fees (~$2,700) and required prepaid insurance and taxes, with an additional escrow refund expected. Despite the larger loan balance, the lower rate keeps payments about the same. She explains cash-out refinancing, plans to reinvest the proceeds into future real estate opportunities, and is delaying a similar refinance on her triplex until rates drop back into the sixes.00:00 Cash Out Refi Reveal00:47 Backstory First Rental02:12 Property Performance Wins02:36 Why Refinance Now03:23 Cash Out Refi Explained05:03 Fees Closing Breakdown06:45 Rates Next Refi Plan08:00 Reinvesting The Proceeds08:39 The Real Estate Cheat Code09:35 Wrap Up And Next Steps

    10 min
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About

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.

Information

  • Creator
    Bailey Kramer
  • Years Active
    2025 - 2026
  • Episodes
    71
  • Rating
    Clean
  • Copyright
    © Bailey Kramer
  • Show Website
    The Mid-Term Rental Show

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