Why You’re Overpaying on Property Taxes (And What to Do About It)

This week, I sat down with Matt Buchalski—head of sales at OwnWell and founder of Deep Blue Capital—to talk about something that’s crushing a lot of investors right now: property taxes.
Let’s be real—pricing peaked in 2022, but the tax assessments haven’t caught up. If you’re not actively appealing, you’re probably getting fleeced. Matt and I go deep on how he and the OwnWell team are using AI, machine learning, and real-time financials to fight back—and win.
💥 In this episode, we cover:
- Why property taxes don’t go down just because values do
- How AI and data science are changing the tax appeal game
- Why triple net landlords should still care (yes, even if the tenant pays)
- How fraud, renewals, and oversupply are shaking up multifamily
If you’re a commercial real estate owner, broker, investor—or just trying to make your numbers work in this market—you’ll want to hear this one.
Connect with Matt: Linkedin | Website
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