I recently sold one I had on Seabrook Island because the club/regime/HOA were frequently changing the rules and making it harder to operate smoothly.

Do you get nervous about the long-term commitment of a 14- to 16-month lease?

Approving an application typically means the tenant meets your criteria and is a good fit, but it doesn’t have to be a final commitment to rent.

I'm a 100% committed student of the real estate industry.

I finally switched PMs recently and the new one seems much better but Im still getting pretty frequent repairs though much cheaper than the previous PM.

If you go the direct-to-owner route, commit to doing consistent outreach for at least a year or, better yet, at least 2 years.

Rodrigues' recommendation may change this), but my next question would be, are there any cities/markets where 1 of the following are true: 1) You have family/friends that live there, 2) You travel there frequently (either for vacation, work, etc.), or 3) Somewhere else you've lived before AND know the area well?

They're also happy to commit to whatever your closing date is and blow right through it.

I’m also open to exploring short-term rentals, private lending, or passive investing in funds—anything that maximizes returns while keeping risk and time commitments manageable.For context, I’d consider leaving my job if this could become a full-time venture that surpasses my current compensation (low-mid six figures).

I am based in Tampa but have frequently explored that area over the years.