I’ve found the toughest part is definitely building a trustworthy local team—contractors, property managers, and handymen can make or break your experience.

Within 3 hours of Weston, I’d look at West Palm/Fort Lauderdale (steady tourism + business travel), Naples/Marco Island (higher-end, but pricier buy-in), and the Space Coast (Cocoa Beach/Melbourne) if you want more affordable options.

It’s definitely a balancing act — owners want to protect their investment, but holding too tightly to outdated assumptions (like 2021 rent levels or tenant demand) can end up costing more in the long run.I’ve found the best approach is setting clear expectations upfront with a manager: define thresholds where the manager can act without approval (like minor repairs or small rent adjustments) and bigger decisions that require owner sign-off.

Do I have the experience necessary to do the same? 

Hey @Josh BallI wish my experience was as good as yours.

I ended up selling my property to wash my hands of it.

If you have a ten degree differential between the call for heat and end of cycle, you may find the low and high ends of cycle are a bit uncomfortable.

Let's start with your end goal and work backwards.

Some investors worry they’re stretched too thin and spending time raising capital instead of fixing/stabilizing current projects.Norada Capital Management (Marco Santarelli) – Originally focused on real estate investments but later pivoted into note investing, where they may not have had as much experience.

Now we're seeing investors pouring money into buying Class C rentals - but, many are getting burned.In our experience & opinion, the main determinant of property Class is not location or even property condition, those are #2 and #3.