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 (and what most people forget to include)
How appreciation works — and why it’s often misunderstood
A real example from my first deal and how cash flow funded my next properties
Why I believe cash flow earns the right to chase appreciation
My long-term plan to build to $50K/month in cash flow before shifting strategies
If you’re early in your investing journey — or starting without outside capital — this episode will help you think more clearly about how to build sustainable, long-term wealth through real estate.
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 Pack is the exact bundle of tools, spreadsheets, scripts, checklists, and training videos I used to launch and scale my own mid-term rental portfolio — and normally, this is something I sell.
In this episode, you’ll learn:
How to pick the right market for mid-term rentals (even if you’re unsure where to start)
How to analyze deals properly using my personal MTR deal analyzer
Exactly how to furnish a mid-term rental without overthinking it
The scripts I use to reach out to relocation companies and insurance placements
My full resource list of software, tools, and discount codes
Plus access to my Mid-Term Rental Starter Course with 40+ action-driven videos
I’ll also explain two ways to get the Starter Pack, including how to receive it for free just by leaving a review of this podcast.
If you’ve been waiting for a clear, no-fluff starting point for mid-term rentals — this is it.
🎁 Consider this my holiday gift to you.
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 deals I’ve personally closed, including:
Why low-ball offers still work (and how low is too low)
Real purchase prices vs. list prices on properties I own today
How to position strong cash or hard-money offers without overpaying
Why follow-up is the most underrated deal-winning skill
How to reverse-engineer your offer based on repairs and cash flow
What I’m doing differently as I plan to acquire 10 more properties in 2026
If you’re serious about buying mid-term rentals in today’s market — and want a practical, repeatable approach — this episode will give you a real edge.
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 transition from arbitrage to ownership, including how to estimate renovation costs, how BRRRR financing actually works, how much cash you really need for your first deal, and what can go wrong during the refinance.
If you’re thinking about using the BRRRR strategy with mid-term rentals in 2026, this episode will give you clarity, confidence, and a realistic game plan.
📌 Topics covered:
Buying your first BRRRR property for mid-term rentals
Estimating renovation costs with confidence
Hard money vs private money financing
Down payment expectations for first-time BRRRR investors
Refinance risks, seasoning periods, and real mistakes I’ve made
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 rentals fall somewhere in the middle.
I walk through:
What guest screening actually includes (credit, criminal, eviction history)
The exact platforms I recommend for mid-term rental screening
When I do NOT screen guests (and why)
A real horror story where skipping screening almost cost me thousands
What to look for when reviewing a screening report
Credit score guidelines, eviction red flags, and criminal history considerations
Who should pay for the screening — and how to handle pushback professionally
I also share why I didn’t screen a single tenant in 2025, how that decision played out, and what I’m changing going into 2026 as I continue scaling my mid-term rental portfolio.
Whether you’re brand new to mid-term rentals or already operating multiple units, this episode will help you build better systems, reduce risk, and protect your cash flow.
🎧 Tune in and learn how to screen smarter — without killing your booking momentum.
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-arrival inspection at one of my properties, I got a behind-the-scenes look at the exact systems big brands use to deliver consistent 5-star experiences. I share what was on their inspection checklist, where my own systems fell short, and how I’m rebuilding them to protect guest experience, revenue, and long-term maintenance costs.
In this episode, we cover:
Why checklists still matter — even when you trust your team
Real examples of small issues that can turn into expensive problems
How corporate housing providers maintain quality at scale
The systems I’m re-implementing across my mid-term rentals
Stay tuned for the next episode.
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 volume or “bad leads,” this episode will show you what most hosts are doing wrong—and the simple shift that changes everything.
Based on a real conversation and process from today’s business operations.
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 adapting as the industry shifts.
If you rely on insurance stays or want to understand the changing landscape, this episode is a must-listen.
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 one, these insights will help you avoid costly mistakes and get better results faster. Tune in and level up your MTR strategy.
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 bank accounts, earn interest, and eliminate the need for QuickBooks.
You’ll learn:
How Bailey uses separate checking + savings accounts for every property
Why BaseLane’s automated bookkeeping rules save hours every month
How virtual debit cards simplify utilities and vendor payments
The reporting features that make tax season painless
How built-in rent collection makes operations more professional and streamlined
Which features he loves — and which ones he doesn’t use
Whether you manage long-term, mid-term, or short-term rentals, this episode gives you a real operator’s look at the back-end system that keeps everything running smoothly.
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 of remote operations
How to build a vendor network using Turno, Thumbtack, Facebook groups, and referrals
The software Bailey uses to automate messaging, guest communication, and turnovers
How smart locks, lockboxes, and Notion make remote property access effortless
The real-world workflows Bailey uses to troubleshoot issues without ever stepping foot on site
Whether you’re managing 1 property or scaling a full portfolio, this episode gives you a proven blueprint for running MTRs from anywhere in the world.
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 real comps (and ignore fake ones)
How to use Furnished Finder to spot premium features and pricing gaps
Why relocation agencies often pay WAY more—but why you shouldn’t underwrite based on them
A simple rule for making sure your underwriting stays conservative and profitable
If you’re buying, analyzing, or managing mid-term rentals, this episode gives you a clear strategy for predicting revenue before you ever pull the trigger on a deal.
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
What to look for in guest comments to understand safety, convenience, and overall vibe
How to evaluate blocks with no Airbnb comps using Google Street View, realtor videos, and even Uber drivers
Simple tricks to identify up-and-coming neighborhoods using Zillow/Redfin
How Bailey confidently invests hundreds of thousands of dollars sight-unseen using this system
If you’re buying, managing, or analyzing MTRs in a new market, this episode gives you a clear blueprint to avoid bad neighborhoods and choose the ones that actually perform.
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 buying distressed properties, financing renovations, refinancing at higher appraised values, and turning them into cash-flowing MTRs.
Whether you’re starting with your first $30K—or you already have a few units—this episode will show you exactly how to scale smarter, faster, and with less of your own money.
If you want to grow your MTR portfolio in 2026, this is a must-listen.
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 in far more markets than people realize. The real key isn’t demand… it’s supply.
Inside this episode, you’ll learn:
Why almost every city with 30,000+ people already has built-in MTR demand
Why focusing only on hospitals, universities, and major employers is misleading
The #1 factor that determines whether your unit will get booked
How to reverse-engineer market supply using Airbnb (step-by-step)
How to run “guest-mode” tests to reveal your true competition
My favorite tool for checking travel-nurse activity (Vivian.com)
The exact rule of thumb I use: never enter a market with more than 5 competitors for a 60-day stay
If you want to confidently pick your next MTR market — or validate the market you're already in — this episode gives you a simple, proven system you can use right away.
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 and I chose it
Our 9-year relationship, engagement, and wedding plans
How fitness became a core part of my life (including running a half marathon)
My year-long break from alcohol
The places I’ve traveled and why I’m obsessed with credit card points
Music I love, food habits, and why I always share meals
My introvert/extrovert quirks
Why I haven’t used a microwave since elementary school
My very unpopular opinions about dogs and cats 😂
My tight-knit family, travel traditions, and childhood background
And yes… why I buy all my clothes from Costco
If you’ve ever wondered who I am when I’m not talking real estate, this is the realest, rawest breakdown of my life today.
If anything I shared connects with you, shoot me a DM — I’d love to hear it. Thanks for listening and letting me share a more personal side of my world.
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 marketing strategies. He emphasizes that while every investment comes with risks, understanding and preparing for them can lead to significant rewards. Join Bailey to learn more about navigating the complexities of midterm rental investments.
00:00 Introduction and Episode Overview
00:10 Understanding Real Estate Risks
00:59 Risk 1: Mortgage Payments
01:51 Risk 2: Unexpected Repairs and Maintenance
02:56 Risk 3: Liability Issues
04:16 Risk 4: Vacancy Concerns
06:19 Risk 5: Tenants Not Paying
08:49 Conclusion and Final Thoughts
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, and stress as I scale my MTR portfolio.
Whether you're just getting started or already managing multiple units, this episode will give you a clear blueprint for building a streamlined, profitable MTR operation.
Tune in, take notes, and grab the full resource list at the end!
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 give you the clarity I wish I had years ago.
Follow me on Instagram:
https://instagram.com/baileykramer
Checkout My Youtube Channel: https://youtube.com/@baileykramer
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 sideways, and why I’m now all-in on owning my own mid-term rentals. If you’ve ever felt “behind” or stuck on the sidelines, this is the real story behind what you see on Instagram.
Follow me on Instagram:
https://instagram.com/baileykramer
Checkout My Youtube Channel: https://youtube.com/@baileykramer