496 | “Sell Or Hold?” High Maintenance Rental Property Decisions w/ Michael Santorios

If a property keeps showing higher maintenance costs, is it still the best place to keep your capital?This week on the Not Your Average Investor Show, Gregg Cohen and Pablo Gonzalez welcome back Michael Santorios to explore how to think through operational intensity, property performance, and whether a move like a 1031 exchange into newer construction may make sense.You’ll Learn:🔁 The 1031 question: What investors should think through before exchanging into newer construction.📊 Looking beyond surface frustration: How experienced investors evaluate property performance through a bigger portfolio lens.🏠 Business-minded property decisions: Why costs like tenant upgrades or repairs sometimes need to be weighed against turnover and long-term value.📈 Portfolio stage matters: How your strategy changes when you move from simply buying properties to optimizing the ones you already own.This is a helpful episode for investors who want to make more thoughtful portfolio decisions with clarity and confidence.Listen NOW!Chapters:00:00 Sell or Hold Big Questions01:28 Meet the Hosts and Guest02:13 Breaking Rent Payout Milestone03:47 Michael Portfolio Snapshot05:31 Pacman Profit Centers Explained07:22 Rebalancing and 1031 Idea11:00 Maintenance Emotion vs Math18:03 Greg Numbers Based Reality Check23:08 Long Term Investing Mindset28:47 Portfolio Cashflow Scorecard31:26 Sky Drive Case Study Setup32:28 Pro Forma vs Actual Returns35:00 Market Value and ROI Reports38:12 Tax Savings Explained38:50 Appreciation And Rent Growth41:25 Maintenance Surprise Breakdown45:20 Paying For Big Repairs47:43 Sell Or Hold Framework50:51 Cap Rate Comparison55:04 True Cost Of Selling01:01:23 Decision To Keep Property01:04:11 Rapid Fire Q&A Wrap01:09:27 Final Takeaways And ThanksStay connected to us! Join our real estate investor community LIVE: https://jwbrealestatecapital.com/nyai/Schedule a Turnkey strategy call: https://jwbrealestatecapital.com/turnkey/ *Get social with us:*Subscribe to our channel  @notyouraverageinvestor  Subscribe to  @JWBRealEstateCompanies  🌐 Facebook Group - https://www.facebook.com/groups/rentalpropertyinvesting📸 Instagram - https://www.instagram.com/nyai_community📸 Instagram - https://www.instagram.com/jwbrealestatecompanies