The Mid-Term Rental Show podcast artwork

PODCAST · business

The Mid-Term Rental Show

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. 71

    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

  2. 70

    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

  3. 69

    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

  4. 68

    $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

  5. 67

    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

  6. 66

    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

  7. 65

    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

  8. 64

    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

  9. 63

    Common Listing Fixes to Get More Midterm Rental Bookings

    Click Here⁠ to checkout more info on my DFY MTR Service⁠Click here⁠ to grab my MTR Starter Kit for just $1Bailey 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, photo-ready staging and photography. He advises making a phone number accessible on Furnish Finder (using a business number if needed) and adding a host profile photo on Airbnb, noting that missing photos and zero reviews reduce trust. He strongly suggests allowing pets to stand out since fewer listings do, and charging a premium if desired. For new listings, he recommends finding ways to get initial reviews, and ensuring Airbnb amenities are accurately checked so the property appears in guest filters.00:00 Welcome and Episode Goal00:15 Why Listings Struggle01:19 Fix Pricing With Comps02:26 Upgrade Your Photos03:06 Add Easy Contact Options03:46 Build Trust on Airbnb04:18 Allow Pets for Demand05:14 Get Early Reviews Fast05:46 Complete Amenities Checklist06:20 Wrap Up and Next Steps

  10. 62

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

    Click Here to checkout more info on my DFY MTR ServiceClick 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 guest altercation involving police, an arrest, a hospital visit, guest removals, minor damages (broken windows, picture frame, pulled socket, floor vent, bloodstains), and vacancy while re-renting. Another Illinois co-host listing received a first booking: a 21-day July stay for about $18,000. He found a duplex deal for a client (listed $115,000, negotiated to around $90,000) and a furnished $350,000 fourplex. He joined a cold plunge/sauna facility, is pursuing cash-out refinances, submitted two lowball offers, completed a Baselane-sponsored YouTube video, and had a virtual assistant quit.00:00 Weekly Updates Intro00:53 Selling the Tesla04:29 Duplex Guest Altercation06:53 Big First Lake Booking07:54 Client Deal Finds09:30 Cold Plunge Wellness11:04 Cash Out Refi Plans11:41 Lowball Offers Strategy12:33 Baselane Sponsorship13:54 VA Quits and Lessons15:42 Wrap Up and Thanks

  11. 61

    Remote MTR Investing

    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 effectiveness, since most problems still require hired experts. Kramer notes that being local can create unproductive habits of handling low-value tasks, and emphasizes that remote success depends mainly on having a strong cleaner and handyman, supported by systems like smart locks, photos/videos from vendors, and online tools for rent collection, automation, and screening. He shares his experience running properties remotely (including 30 short-term rentals) and says midterm rentals are operationally easier, adding he rarely visits except sometimes to furnish a property to save money.00:00 Out of State Mindset03:12 Why Proximity Feels Safe04:54 Tangible Doesn’t Mean Touch06:08 What If Something Breaks08:02 Local Can Hurt Scale09:12 Cleaner and Handyman Duo10:13 Starter Kit Plug11:02 Systems and Smart Locks12:18 Midterm Easier Than STR13:15 You Don’t Need Expertise15:22 When I Visit In Person16:07 Final Takeaways

  12. 60

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

    Interested in a FREE 1 on 1 coaching call (will be recorded for the podcast): Click HereBailey 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 avatars, budgets, and use cases. His key measure is how many similar options an ideal guest would realistically consider, because too many direct comparables reduces pricing power and squeezes margins. He recommends identifying the most common bedroom count to avoid, finding underserved bedroom counts, and then validating demand drivers such as hospitals, construction, universities, insurance placements, and major employers. He also stresses the numbers must still pencil on acquisition and returns, and that struggling hosts should objectively assess positioning (furniture, photos, layout, target guest) before blaming the market.00:00 Market Saturation Myth01:14 Bedroom Count Lens02:24 Comparable Options Rule05:04 Supply Gap Checklist07:52 Demand Drivers Matter09:59 Free Coaching Invite11:06 Pricing Power and Numbers12:57 Positioning in Competition13:38 Key Takeaways and Wrap

  13. 59

    5 Biggest Mistakes New Investors Make in Midterm Rentals

    Interested in my Done For You Mid Term Rental Service? Apply Here: https://mtrturnkey.com/homeBailey 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; spending too much time learning and not enough time taking action (choosing a market, underwriting deals, submitting offers); moving too slowly and missing great deals because they can’t decide fast enough; and expecting the first deal to be perfect instead of using it for experience and proof of concept, noting even a lower cash-on-cash return can still compare favorably to typical stock market returns and provide monthly cash flow. He also mentions his Done For You Midterm Rental service to help clients find markets and properties and get set up, emphasizing real estate moves fast.00:00 Welcome and Overview00:37 Mistake One Offer Volume02:52 Mistake Two No Guarantees05:37 Mistake Three Take Action08:11 Mistake Four Decide Faster11:29 Mistake Five Not Perfect15:13 Wrap Up and Next Steps

  14. 58

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

    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 managed solo using similar systems. Kramer addresses misconceptions that MTRs are less profitable, noting STR revenue can be higher but often carries heavy turnover-related costs; he highlights utilities as an overlooked MTR expense. He discusses using Hospitable for automated messaging, cleaner coordination, smart lock codes, and managing manual bookings from Furnish Finder and insurance stays, and emphasizes minimum-night settings and a hybrid STR/MTR seasonal approach. He also shares why he launched the Midterm Rental Show and a community to cover MTR-specific nuances, stressing patience and long-term mindset.00:00 Welcome and Episode Setup00:53 Meet Bailey Kramer01:45 From Co Hosting to Ownership02:22 Why Switch to Midterm Rentals03:46 Midterm Profit Misconceptions05:00 Operations at Slower Speed06:28 Using Hospitable for MTRs07:52 Systems That Break First09:16 Hybrid STR to MTR Strategy10:58 Podcast and Community Launch13:50 Scaling Mindset and Patience16:47 Quick Fire Midterm Q and A19:22 Where to Find Bailey20:18 Wrap Up and Subscribe

  15. 57

    3 Keys to Finding a Great Midterm Rental Deal

    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 being better), (2) focusing on deal structure—not just price—by using tactics like seller credits, financing small price increases to reduce cash to close, and buying furnished to improve cash-on-cash returns, and (3) recognizing that great deals require time, volume, negotiation, and follow-up, including making many offers. He also describes his done-for-you midterm rental service that helps clients choose markets, analyze and underwrite all qualifying listings, and negotiate terms to turn good deals into great ones, typically working with investors who have at least $50,000 saved and a 680+ credit score.00:00 Welcome and Overview00:47 Key One 2% Rule02:18 Key Two Deal Structure05:51 Key Three Do the Work07:10 Done for You Service07:43 How We Find Deals09:37 Who We Work With10:06 Wrap Up and Next Steps

  16. 56

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

    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 Model 3, which he bought to reduce a large tax bill but now regrets due to high monthly costs and being upside down (owing about $30,000 on a $22,000–$25,000 value). He also regrets financing 50% of his fiancée Ellie’s engagement ring, now paid off. He shares that his South Africa/Mauritius honeymoon is booked largely using points, his done-for-you midterm rental service is growing with many experienced investors, he outlines a vision to partner on real-estate-related companies, notes podcast download growth, invites guests, and plans review incentives.00:00 Welcome and Format01:05 Cash Out Refi Win04:09 Tesla Debt Regret10:09 Honeymoon Plans11:18 Ring Financing Lesson13:56 Done For You Growth16:38 Big Vision and Hiring20:59 Podcast Community Push23:40 Wrap Up and Thanks

  17. 55

    How to LOWBALL Sellers, respectfully!

    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) priced at about $170 per square foot despite needing roughly $20,000 in repairs, and suggesting an offer around $75,000 based on $85 per square foot; the agent laughed and noted the sellers don’t want an investor. Bailey notes the home has been on market 45 days, the seller moved in with a fiancé, and emphasizes that time can increase seller motivation, so investors should submit low offers and follow up.00:00 Welcome and Topic00:13 Recent Offer Context00:39 Last Deal Lowball Win01:53 New Listing Breakdown02:50 Calling the Listing Agent03:47 The Lowball Math05:06 Seller Motivation Intel05:37 Why Time Creates Leverage06:23 More Lowball Examples06:51 Final Takeaways

  18. 54

    Best Property Types for Midterm Rentals

    Grab My Free Guide on choosing the best property type: https://www.midtermstrategy.com/bestpropertytypesInterested in my Done For You Mid Term Rental Service?https://mtrturnkey.com/homeBailey 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 his portfolio. One-bed units primarily attract traveling healthcare professionals (typical 13-week stays, often extending) and are cheap to furnish but have a limited renter pool; his $150,000 triplex units rent for $1,650/month. Two-bed/one-bath homes draw a mix of insurance stays, traveling nurses, construction workers, and pet owners, averaging $2,500/month but face heavier competition. Three-bed/one-bath homes rent around $3,000/month and host more people but have higher utilities and a one-bath limitation. Three-bed/two-bath homes offer the most flexibility, lower competition in his market, rent about $3,000–$3,500/month, and are his top pick.00:00 Best Property Question00:35 Portfolio And Game Plan01:04 One Bed One Bath03:18 Two Bed One Bath05:30 Three Bed One Bath07:01 Three Bed Two Bath08:18 Key Takeaways08:50 Final Pick And Wrap

  19. 53

    Which Rental Strategy Makes the Most Money?

    In this video, I compare three rental strategies:Long-Term RentalsShort-Term RentalsMidterm RentalsI grade each one across five key categories:• Cashflow• Stability• Scalability• Management Intensity• Barrier to EntryEach 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 time and effort.And one hits a balance that most investors overlook.If you're trying to figure out which model actually fits your goals — this breakdown will help you think about it differently.00:00 Ranking Rental Strategies00:29 Long Term Rentals Explained00:58 Long Term Score Breakdown03:52 Short Term Cashflow Reality05:04 Short Term Scalability and Workload07:30 Midterm Rentals Overview08:02 Midterm Scores and Scalability09:55 Midterm Barrier Mindset11:46 Final Rankings and Wrap Up

  20. 52

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

    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 midterm rentalsWhy Furnished Finder became her #1 booking sourceHer exact screening and leasing process (including the tools she uses)Why midterm rentals have been more stable and “chill” than short-term rentalsHow she runs everything remotely (including her Walmart starter pack system)Maintenance lessons from owning a 1905 homeThe real reason she’s building a new construction short-term rentalHow her builder structured the deal so she doesn’t carry the construction riskHer 5-year vision: 6–10 cash-flowing properties to fund travel after military retirementWe also dive into:Using Avail for leases, payments, and background checksHospitable, Turno, and PriceLabsWhy reserves matter more than people thinkThe military “nomad investing” strategyHow lifestyle plays a huge role in investment decisionsThis episode is a real look at building wealth while juggling real life — deployments, young kids, relocations, and long-distance management.If you’re curious about:Midterm vs short-term rentalsInvesting near military basesBuilding remotelyOr structuring a new construction STR dealYou’re going to love this one.

  21. 51

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

    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 forces hosts to discount; (3) Airbnb’s fee shift to a 15.5% host fee (0% guest fee) makes listings feel more expensive to guests, contributing to more 4-star reviews and review-related risk; (4) increasing regulation and uncertainty as cities restrict or tax short-term rentals; and (5) rising guest expectations for expensive amenities (hot tubs, murals, game rooms, pickleball courts, etc.) that are costly to maintain and can drive refunds and lower reviews. Kramer recommends pivoting to midterm rentals (30+ night stays), which target different tenants such as traveling nurses, construction crews, corporate relocations, displaced families, and people between home purchases who prioritize safe, furnished housing with fast Wi‑Fi and a stocked kitchen over luxury amenities. He argues there is less competition for longer stays (e.g., 60-night searches show fewer listings), fewer turnovers, lower operational stress, and more predictable income. He shares that he shifted from short-term rentals to running 10 midterm rental units and gives an example of a property averaging $2,800/month that could gross around $3,000 as a short-term rental but with far more turnovers and operational burden. He notes that while peak revenue may be slightly lower, stability and reduced expenses can improve profitability, and that short-term rentals still work mainly for ultra-luxury or ultra-unique properties. He suggests struggling hosts try setting a 30-night minimum stay and invites viewers to learn more via his podcast, YouTube channel, or Instagram.00:00 Why Airbnb Feels Impossible Right Now (Intro + What You’ll Do Instead)01:10 Reason #1: Supply Explosion + Demand Normalized (Race to the Bottom)02:20 Reason #2: Last-Minute Bookings Kill Predictability03:32 Reason #3: Airbnb Fee Shift = Higher Prices, Lower Reviews04:39 Reason #4: Regulation Risk and City Crackdowns05:21 Reason #5: Sky-High Guest Expectations & Amenity Burnout06:16 The Pivot: Why Midterm Rentals Win (30–60+ Night Stays)06:56 Who Midterm Rentals Serve + How to Spot the Opportunity08:03 Real Portfolio Example: More Stability, Fewer Turnovers, Strong Margins09:30 Wrap-Up: Airbnb Isn’t Dead—Pivot to 30+ Nights + Next Steps

  22. 50

    How my Fiance and I handle our Finances...

    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 marriedWhy I’m matching her salary into our joint account (even though I earn more)The strategy behind living on less than we technically “can” affordWhy we’re intentionally avoiding lifestyle creepThe quote that completely reshaped how I think about wealth“If you stay small enough, long enough, you’ll be big enough soon enough.”I explain how this philosophy applies to real estate, investing, marriage, and life. We walk through real numbers, including how compounding works, why reinvesting matters more than upgrading your apartment, and how building a large enough asset base can eventually fund an extraordinary life off a small percentage of returns.This is about discipline. Patience. Long-term thinking.And choosing future freedom over short-term flexing.If you’re building a business, investing in real estate, or navigating money conversations with a partner, this episode is for you.🎧 Listen in and let me know your thoughts.DM me on Instagram if you agree, disagree, or are having similar conversations in your own relationship.

  23. 49

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

    🔗 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 PlusIn 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. Key topics include removing friction from Airbnb listings, updating property decor, optimizing minimum night stay settings, cost-saving strategies for Wi-Fi, efficient bookkeeping, and operational efficiencies like smart locks and business account benefits. Bailey shares actionable tips to improve midterm rental performance and highlights the importance of reinvesting in properties to sustain income flow. Listeners are encouraged to book one-on-one coaching sessions for personalized advice.00:00 Introduction and Episode Overview00:57 Identifying the Problem: Friction in Listings02:47 Improving Property Decor and Amenities03:28 Optimizing Minimum Night Stay Settings04:28 Cost-Saving Tips for WiFi and Utilities05:51 Streamlining Bookkeeping and Operations06:28 Tools for Operational Efficiency08:37 Final Advice and Conclusion

  24. 48

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

    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 scared to buy. I had never seen the property in person. I had never even been to the city.Fast forward to today:The property is now worth around $150,000My loan balance is roughly $78,000I’m refinancing it into a new loanI’m pulling out about $20,000My payment stays roughly the sameMy interest rate dropsAnd the $20,000 I receive is not taxedIn this episode, I walk you through:Why buying when others are fearful can create massive opportunityHow appreciation and leverage actually work in real lifeA simple breakdown of a cash-out refinanceWhy refinance money is not considered taxable incomeHow this strategy can be repeated over and overWhy real estate gives you options that most assets don’tThis is one of the core reasons I love Mid-Term Rentals. Not just for cash flow. Not just for tax benefits. But for the long-term equity plays that allow you to recycle capital and scale.If you’re serious about building a portfolio that pays you today and funds your future growth, this episode is a must-listen.As always, if you got value from this episode, share it with someone who needs to hear it.See you in the next episode.

  25. 47

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

    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 resulted in a signed early termination agreement and a clean resolution—without going to court.Then, on the complete opposite end of the spectrum, I walk through a same-day emergency where a pipe burst behind a wall, flooding part of a property during a short-term gap stay. I share how I responded, coordinated repairs, communicated with guests, and leveraged insurance to cap my downside.This episode is all about staying calm, knowing your systems, and understanding risk as a mid-term rental operator—because things will go wrong, and that’s part of the business.How to handle early move-outs when a tenant refuses to cooperateWhy strong lease language matters (and how it protects you)How to respond quickly and calmly to property emergenciesWhen to involve insurance—and how to think about deductiblesWhy mindset matters just as much as systems in this businessIf you’re building or scaling a mid-term rental portfolio and want a transparent look at what ownership really looks like, this one’s for you.🎧 Tune in and let’s get into it.What you’ll learn in this episode:

  26. 46

    5 Raw Truths About Buying Your First Mid-Term Rental

    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 someone takes action or stays stuck on the sidelines.If you’ve been overanalyzing deals, waiting for interest rates to drop, or second-guessing yourself, this episode is for you.• Why your first deal is always the hardest (and why that’s normal)• Why your first mid-term rental does NOT need to be a home run• How your first deal acts as a proof of concept and confidence builder• Why interest rates matter far less than most people think• What “date the rate, marry the house” actually means in real life• Why people will doubt you — and how that can quietly stop you from investingBailey also shares personal stories from buying his first mid-term rental at peak interest rates, ignoring outside noise, and using that first deal as the foundation to build a multi-unit portfolio.Your first mid-term rental isn’t about perfection. It’s about momentum. Once you prove to yourself that you can do it once, everything else becomes easier.Bailey currently offers two ways to work together:• 1-on-1 coaching where you learn the process step by step• A Done-For-You Mid-Term Rental option that’s fully hands-offTo qualify, you’ll need at least $50,000 saved and a 680+ credit score.If this episode resonated with you, send Bailey a message on Instagram and let him know you listened.What you’ll learn in this episode:Key takeaway:Want help buying your first mid-term rental?

  27. 45

    Is Now a Good Time to Get Into Mid-Term Rentals?

    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 mid-term rental markets, Bailey walks through how supply cycles actually work, why competition naturally rises and falls, and how investors who stay the course are rewarded when others panic and exit.If you’ve been sitting on the sidelines waiting for the “right time,” this episode will reframe how you think about real estate investing entirely.• Why “time in the market” matters more than timing the market• How Airbnb and furnished rental supply naturally cycles up and down• What happens when too many investors flood a market too quickly• Why many investors quit during short downturns (and why that creates opportunity)• How Bailey bought his first mid-term rental when rates were high and people were scared• Why a long-term mindset is non-negotiable for real estate success• When it isn’t a good time to invest in real estateBailey also explains how holding through slower periods allowed him to raise prices later, benefit from appreciation, and stay positioned for long-term cash flow and flexibility.If you’re willing to hold for at least five years and operate with a long-term mindset, it’s always a good time to get into real estate. The worst strategy is waiting on the sidelines trying to predict the perfect moment.

  28. 44

    How I Bought 3 Mid-Term Rentals in One Deal (Off-Market & Fully Furnished)

    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 connection years earlierWhy the seller wanted to exit — and how that created opportunityThe exact purchase price, financing structure (portfolio DSCR loan), and seller creditAppraisal numbers, equity at closing, and total cash requiredWhy I chose to move forward even though this wasn’t a BRRRR dealA costly mistake I almost made by using a non-standard contractLessons learned from negotiating directly with a seller (no agents involved)This episode is a real, transparent look at how long-term relationships, off-market deals, and understanding your numbers can lead to massive opportunities in mid-term rentals.If you’re scaling your portfolio, transitioning from co-hosting to ownership, or curious how to buy cash-flowing, furnished rentals with tenants already in place, this one’s for you.

  29. 43

    I'm suing my Mid Term Rental Guest: Full Story

    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 the situation.I walk you through:The exact timeline from move-in to escalationHow small maintenance complaints can turn into lease-termination threatsWhy opinions ≠ legal grounds for breaking a leaseThe specific lease clauses (mold, habitability, late fees, attorney fees) that protect landlordsHow I’m handling rent refusal, legal bluffing, and next stepsThis episode is a real-world case study on why strong leases matter, how to stay professional under pressure, and what every landlord—especially mid-term rental operators—needs to know before something like this happens to them.⚠️ Real estate isn’t always passive. Sometimes, it’s legal chess.

  30. 42

    Skiing While Managing Mid-Term Rentals Remotely (Real Talk Week Recap)

    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 travelingA major bathtub renovation mistake that turned into a $2,200 lessonA tense contractor pricing dispute (and how I handled it)A bad cleaner situation that made me look terrible as a co-hostAn unexpected Blueground booking mishapWhy mid-term rentals are not fully passive (yet)And a big win: signing my first Done-For-You Mid-Term Rental clientIf you think real estate investing means zero problems or total passivity, this episode is a reality check — and a roadmap for how to handle issues without losing your mind (or your vacation).

  31. 41

    $39K in the Stock Market vs a Mid-Term Rental (The Results After 3 Years)

    Interested in 1 on 1 coaching? https://www.midtermstrategy.com/1on1coachingInterested in a Done For You Mid term Rental? https://mtrturnkey.com/applicationIn 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 rentalI walk through:• Stock market returns vs real estate returns over 3 years• Cash flow vs appreciation vs tax benefits• How depreciation and cost segregation changed the math• Why real estate returns aren’t just about cash flow• How one rental helped me buy more propertiesYou’ll see exactly why I chose mid-term rentals — and whether this strategy makes sense for you.👇 Drop a comment and tell me which you’d choose: STOCKS or REAL ESTATE

  32. 40

    From the 9–5 Grind to Global Freedom: Real Estate, Virtual Assistants, and Remote Living

    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 eventually traveling full-time with her family across Latin America, Asia, and Europe.We break down:What finally pushed her to escape the 9–5 grindHow she scaled real estate remotely without burning outWhy hiring the right executive assistant is a game-changerThe mindset shifts that allow people to take real risksHow systems + leverage create true location freedomIf you’ve ever felt stuck, overwhelmed, or curious about building a business that doesn’t tie you to one place — this episode will hit home.Connect with AdrienneInstagram: https://www.instagram.com/arealgreen/

  33. 39

    What Indiana Football Taught Me About Risk, Real Estate, and Winning

    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 willing to risk it all when it mattered.I draw parallels between Indiana’s rise, Curt Cignetti’s journey to head coach, and my own path — dropping out of college, taking unpopular risks, and grinding my way into real estate and mid-term rentals without a safety net.This episode isn’t about having the best resources.It’s about doing what others won’t, trusting yourself when no one else does, and going all-in when the moment calls for it.If you’ve ever felt like an underdog — in real estate, business, or life — this one’s for you.

  34. 38

    How I BRRRR’d a Mid-Term Rental With Almost No Money Out of Pocket (Deal #5 Breakdown)

    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 appraising for $162,500 after a ~$25k renovation.I walk through:How I evaluated a deal with no short-term rental compsWhy I stuck to my price and how the negotiation actually played outThe private money + renovation funding structureWhat went wrong (and what I’d never do again)The final refinance numbers and DSCR loan termsHow this property is performing as a mid-term rental todayIf you’re trying to combine the BRRRR strategy with mid-term rentals, this episode will give you a real, unfiltered look at what it actually takes.

  35. 37

    Are Mid-Term Rentals Oversaturated? Supply, Demand, and the Truth About Timing the Market

    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 after operating furnished rentals for 5+ years across multiple markets, why rental strategies are cyclical (just like the stock market), and how pricing power shifts as supply rises and falls.If you’re wondering whether you should wait on the sidelines or jump in now, this episode will help you think about time in the market vs timing the market — and how to position yourself for long-term success with mid-term rentals.

  36. 36

    How I Saved $500 a Year on WiFi at My Mid-Term Rental

    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 tenant way happier.I walk you through:Why separate internet plans in multi-unit rentals are often a waste of moneyWhat caused the slow WiFi (even with a high-speed plan)The exact solution I used to boost internet speed across unitsHow this setup works for duplexes, triplexes, and other small multifamily MTRsIf you own or are considering a mid-term rental — especially in a multi-unit property — this episode will show you how to cut expenses without sacrificing the tenant experience.

  37. 35

    Which Rental Strategy Is Best? Long-Term vs Short-Term vs Mid-Term Rentals

    Download my "Rental Strategy Selector" guide:https://www.midtermstrategy.com/whichrentalstrategyisbestWhat’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 how to choose the strategy that fits your goals, lifestyle, and risk tolerance — not just what looks good on social media.We cover:The real pros and cons of long-term rentalsWhy short-term rentals can be high-income but high-stressWhere mid-term rentals fit (and why they’re my personal focus)How much involvement each strategy actually requiresA simple framework to help you choose the right path

  38. 34

    What If You Could Buy a Mid-Term Rental Without Doing the Work?

    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-rentalsThis 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 your feedback on it.After six years in real estate, owning 10 mid-term rental units, and coaching dozens of investors, I’ve noticed a clear pattern:Most people want to buy real estate — but time, knowledge, and confidence keep getting in the way.Even coaching doesn’t always remove those constraints.So in this episode, I walk through an idea for a Done-For-You Mid-Term Rental investment where my team and I would handle:• Market selection (based on data + your goals)• Deal sourcing and underwriting• Financing guidance• Furnishing and design• Marketing and tenant placement• Optional ongoing managementIn short: you bring the capital and final approvals — we do the heavy lifting.This is not a pitch.This is me thinking out loud, explaining the concept, and asking for honest feedback — positive, negative, or anywhere in between.If you’ve ever wanted to own a rental property but felt stuck by time, knowledge, or execution, this episode is for you.And don’t worry — the usual value-packed episodes are still coming.🎙️ Listen in, and let me know what you think.

  39. 33

    Starting Midterm Rentals From Scratch in 2026: Exactly What I’d Do

    🔗 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/1on1coachingIf I lost all my properties, all my connections, and all my experience, here’s exactly how I’d rebuild my midterm rental business from scratch in 2026.In this episode, I break down the exact step-by-step blueprint I’d follow if I were starting over completely new — no theory, no fluff, just what actually works based on building a midterm rental portfolio that generates $25K–$30K per month in gross income.Here’s what I cover:How to get educated without falling into analysis paralysisHow to pick a low-supply midterm rental market (including the Airbnb supply test I personally use)How much money and credit you realistically need to get startedHow to think about financing before shopping for dealsTurnkey vs BRRRR: which path makes sense when you’re brand newHow to furnish for midterm guests (comfort and functionality over trendy design)Where I’d list the property to land the first tenant as fast as possibleIf you’ve been thinking about midterm rentals but keep asking yourself,“Where do I even start?”— this episode is your roadmap.Be sure to check out the resources linked above, especially if you’re brand new.Drop any questions in the comments, and I’ll see you in the next episode.

  40. 32

    How I Bought My 4th Midterm Rental After Losing the Deal (BRRRR Breakdown)

    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 when things got interesting.I walk you through:How I negotiated this property from $80K down to $60KWhy losing a deal isn’t always the end (and can be a huge advantage)Using a hard money loan to close fastExecuting a BRRRR strategy with a full renovationHow my handyman completed a full rehab in just two weeksWhat went wrong during the refinance (lower appraisal + surprise liens)How the title company mistake almost cost me thousandsFinal numbers, cash invested, and real-world lessons learnedActual booking data and occupancy after launchThis deal definitely had its ups and downs, but it’s a perfect example of what real estate actually looks like behind the scenes — not just the highlight reel.If you’re investing in midterm rentals, considering BRRRR deals, or want a realistic look at what can go wrong (and how to handle it), this episode is for you.If you have questions, drop them in the comments — and I’ll see you in the next episode.

  41. 31

    How Much Does It REALLY Cost to Run a Midterm Rental? (Full Expense Breakdown)

    👉 Grab Bailey’s free MTR Deal Analyzer https://www.midtermstrategy.com/mtr-deal-analyzer-pageWondering 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 You’ll learn:- The true monthly cost to run a midterm rental- Which expenses to budget for (even if they don’t happen monthly)- How to reduce costs like WiFi, utilities, and pest control- What expenses most new investors forget to include- How much profit is left after operating costs- Whether you’re brand new to midterm rentals or already operating one, this episode gives you a realistic financial picture so you can analyze deals with confidence.If you found this helpful, don’t forget to like, subscribe, and share with another investor looking to get into midterm rentals.

  42. 30

    The Real Downsides of Mid-Term Rentals (No One Talks About These)

    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 trenches.We talk about vacancy risk and the stress of finding your next tenant why mid term rentals are not truly passive the real cost of furnishing and refurnishing units high maintenance tenants and sudden move outs and market risk and how choosing the wrong city can kill an otherwise great deal.This episode is not meant to scare you. It is meant to prepare you.Mid term rentals can be an incredible strategy when done right but only if you understand both the upside and the downside.If you are thinking about starting your first mid term rental or already operating one this episode will help you make better more informed decisions.Listen now and decide if mid term rentals are actually the right strategy for you.

  43. 29

    This Episode Is Not for Everyone!

    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=6958519d1017099e8992a472Checkout 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/1on1coachingThis episode is a little different than most episodes of The Mid-Term Rental Show.If you’re brand new here, I’d recommend listening to at least a few other episodes first. This episode isn’t educational — it’s more of an orientation for people who have been following my content and want a clear picture of what working closer together could look like.In this episode, I break down:What the MTR Inner Circle actually isWho it’s for (and who it’s not for)How it’s different from one-on-one coachingWhat really happens inside the communityWhat expectations look like on both sidesIf you’re already serious about mid-term rentals and want to understand your next step — without hype or pressure — this episode will give you clarity.Links mentioned in this episode are below so you can explore more details at your own pace.

  44. 28

    My Third Property: How a $150K Triplex Became a $5K/Month Midterm Rental

    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 no in-unit washer/dryers, this deal came with real risk—but also massive upside.I walk you through:Why I made an offer without seeing the unitsHow I transitioned the property from $1,900/month long-term rent to nearly $5,000/month in midterm rental incomeFurnishing units using 0% interest credit cardsWhy in-unit washer/dryers were non-negotiable and how I made them workHow I fill units with travel nurses and construction professionalsCreative outreach strategies, including direct recruiter connectionsThis episode is a transparent look at the numbers, risks, mindset, and lessons behind scaling with midterm rentals and why committing fully to your ideal tenant avatar makes all the difference.

  45. 27

    How to Furnish a Mid-Term Rental: The Complete Step-by-Step Blueprint

    Grab my MTR Furnishing Blueprint: https://www.midtermstrategy.com/mtr-furnishing-playbook👉 Watch the behind-the-scenes furnishing vlog: https://youtu.be/nw1m2SbHmV0Furnishing 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 furnish a mid-term rental the right way. From choosing the right furniture and budgeting accurately, to ordering logistics, setup timelines, and must-have items that most hosts miss, this episode serves as a true 101 blueprint for beginners and experienced investors alike.You’ll learn:-The key differences between furnishing mid-term vs. short-term rentals-Where to buy quality furniture without overspending-How much it realistically costs to furnish a unit-Delivery, setup, and logistics tips that save time and headaches-Non-negotiable items every mid-term rental must have-How to finance furniture without destroying your cash flowPlus, Bailey shares a free furnishing resource packed with curated shopping lists and tools he wishes he had before furnishing his first mid-term rental.

  46. 26

    My BIG 3 Goals for 2026 (2 of them have to do with YOU!)

    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 follower to build a mid-term-rental-specific service companyI also share the bigger picture behind these goals—why I’m intentionally designing my business around my life, not the other way around, and what “having fun while serving people” actually looks like heading into 2026.If you’re serious about mid-term rentals and want a behind-the-scenes look at where I’m headed—and how you might fit into that vision—this episode is for you.

  47. 25

    My Second Midterm Rental: The BRRRR Deal That Almost Broke Me

    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 $3K–$4K per month and taught me some of the most valuable lessons of my real estate career.If you’re investing in midterm rentals, BRRRR deals, or remote real estate, this transparent case study will save you from costly mistakes.

  48. 24

    Financing Mid-Term Rentals: DSCR Loans, Hard Money, Private Money & Furniture Explained

    Grab my "MTR Financing Blueprint" here: https://www.midtermstrategy.com/mtr-financing-blueprintFinancing 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 estate.We cover:Conventional loans vs. DSCR loans (and who each one is actually for)How DSCR loans work, including credit requirements, reserves, and prepayment penaltiesWhen to use hard money vs. private money — and the real pros and cons of eachHow BRRRR deals fit into mid-term rentalsThe smartest ways to finance furniture (including when leverage does and doesn’t make sense)I also put together a free downloadable worksheet that visually breaks down everything discussed in this episode, so you don’t have to rely on memory alone. You can grab that below.If you’ve ever felt overwhelmed by financing options or unsure which path makes sense for your situation, this episode will give you clarity and confidence moving forward.

  49. 23

    I Bought My First Rental Without Ever Seeing It (Here’s What Happened)

    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 hear the full story, including:How I chose the market and neighborhood from another stateThe negotiation that got the deal done (and why I almost walked away)How much cash I actually brought to closingWho this property ended up renting to — and why it worked so well as a mid-term rentalThe real numbers from year one, including cash flow and returnWhat I learned about risk, confidence, and buying before you feel “ready”Most people thought this deal was reckless. Looking back, it became one of the most foundational moves in my portfolio.If you’ve ever wondered whether buying a rental remotely is possible — or if waiting for the “perfect time” is holding you back — this episode will give you a real-world perspective on what can happen when you take calculated action.

  50. 22

    I Recorded My Furnished Finder Tenant Call (Raw & Unedited)

    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 hear:How I respond immediately to Furnished Finder inquiriesWhat questions tenants actually ask before bookingHow I explain leases, payments, and extensions clearlyHow flexibility + responsiveness wins bookingsWhat I’d do the same — and what I’d improve next timeThe audio isn’t perfect, and neither is the call — but that’s the point. If you want a real look at how mid-term rental deals actually get done, this episode is for you.

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ABOUT THIS SHOW

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.

HOSTED BY

Bailey Kramer

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Frequently Asked Questions

How many episodes does The Mid-Term Rental Show have?

The Mid-Term Rental Show currently has 50 episodes available on PodParley. New episodes are automatically indexed when they're published to the podcast feed.

What is The Mid-Term Rental Show 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...

How often does The Mid-Term Rental Show release new episodes?

The Mid-Term Rental Show has 50 episodes. Check the episode list to see recent publication dates and frequency.

Where can I listen to The Mid-Term Rental Show?

You can listen to The Mid-Term Rental Show on PodParley by clicking any episode. We provide an embedded audio player for direct listening, and you can also subscribe via your preferred podcast app using the RSS feed.

Who hosts The Mid-Term Rental Show?

The Mid-Term Rental Show is created and hosted by Bailey Kramer.
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