The LONG TERM GAME of SHORT TERM RENTALS
The LONG TERM GAME of SHORT TERM RENTALS
Podcast Description
Are you ready to take your STR investing to the next level? This podcast is all about digging into the STR game. From learning about market trends, talking to successful investors on their LONG GAME, to educating new investors on the in’s and out’s of STR strategy, our goal is to empower you to build LONG TERM wealth through SHORT TERM RENTAL investing.
Podcast Insights
Content Themes
The podcast addresses a range of topics related to short-term rental investing, including market trends, legal considerations, and investment strategies. For example, episodes feature discussions on legal asset protection with an attorney and insights on vacation rental demand in key markets like the Poconos, emphasizing real-world scenarios and actionable steps for investors.

Are you ready to take your STR investing to the next level? This podcast is all about digging into the STR game. From learning about market trends, talking to successful investors on their LONG GAME, to educating new investors on the in’s and out’s of STR strategy, our goal is to empower you to build LONG TERM wealth through SHORT TERM RENTAL investing.
Podcast Summary
Repairs vs. Capital Improvements: Why Getting This Right Still Matters for STR Owners
In this episode of The Long-Term Game of Short-Term Rentals, we dive into a topic that often sends owners down a rabbit hole: repairs versus capital improvements—and why the distinction still matters, even in a world where bonus depreciation has changed.
At first glance, it can feel like this no longer matters. Many owners assume, “I’m going to write it off anyway, so what’s the difference?” In this episode, we explain why that thinking can cause real problems—not just for taxes, but for financial reporting, budgeting, and even future financing.
The Core Difference
We start by grounding the conversation in the fundamental rule:
Repairs fix something that’s broken or worn out and restore it to working condition
Capital improvements add value, upgrade the property, or extend its useful life
This distinction affects:
How expenses appear on your P&L
How lenders view your operating costs
How future budgets and projections are built
Misclassifying improvements as repairs can make it look like your property has unusually high ongoing expenses, which can hurt performance analysis and financing conversations.
Real-World STR Scenarios
To make the concept practical, we walk through common short-term rental examples, including:
Replacing a broken bedroom door handle → Repair
Replacing all flooring on one level of the home → Capital improvement
Upgrading plumbing to handle higher guest volume → Capital improvement
Replacing a fan motor in an HVAC unit → Repair
Replacing an entire HVAC system with an energy-efficient unit → Capital improvement
Installing a hot tub to increase nightly rates → Capital improvement
These examples help clarify that dollar amount alone isn’t the deciding factor—it’s the purpose and impact of the work.
Why Project-Based Tracking Matters
A major theme of the episode is the importance of project-based capital improvements.
Rather than tracking dozens of small line items, grouping related costs into a single project (for example, “Plumbing System Upgrade – 2026”) makes:
Depreciation schedules easier to understand
Future planning more accurate
Long-term ownership far less confusing
Ten years from now, you’ll remember why you spent the money—not just that you bought “parts from Home Depot.”
Repairs as a Planning Signal
We also discuss how frequent repairs can be a warning sign.
Repeated fixes to the same system often indicate:
A larger capital replacement is coming
Cash is being thrown at an aging asset
Downtime risk is increasing
Tracking repairs correctly helps owners proactively plan upgrades during slower booking months instead of reacting during peak season.
The Bigger Picture
This episode isn’t just about tax coding—it’s about:
Telling the right financial story
Protecting future lending opportunities
Building smarter budgets
Treating your STR like a long-term business asset
If repairs vs. capital improvements felt murky in the past, that’s okay. This episode encourages owners to clean things up, review depreciation schedules, and set better systems going forward.
Takeaway
Getting repairs vs. capital improvements right isn’t busywork—it’s foundational.
When your P&L clearly shows what you’re fixing versus what you’re improving, your numbers make sense, your planning improves, and your long-term strategy gets stronger.
Your homework?
Apply this thinking to your own 2025 P&L—and carry it forward into every month of 2026.

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