5 Raw Truths About Buying Your First Mid-Term Rental
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About this listen
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 investing
Bailey 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-off
To 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?