We have zero concerns of squatter in SWFL.

You cannot rent out an entire home/apartment for fewer than 30 days.Your STR must be registered with the Office of Special Enforcement.

While you may always have a skip, early termination, or eviction, spreading out the lease-end dates can help avoid having all units vacant at once.

Buyer is a newly formed LLC out of Houston, so even farther away.  

Here are a few suggestions on how you can maximize the wealth of information available: Check out the blogs and podcasts, or take advantage of the search feature (magnifying glass).

Look at all of the costs and then all of the revenue and make a decision based on that. 

ONLY knock on doors and ONLY within 10 days of the auction. that is when folks are getting a reality check that they must do something.

@Hiyun Park only experienced investors can DIY everything in Class C Midwest areas like Detroit, Cleveland, St Louis, etc.Hopefully the info below will help you:-----------------------------------------------------------------------------------------Recommend you first figure out the property Class you want to invest in, THEN figure out the corresponding location to invest in.Property Class will typically dictate the Class of tenant you get, which greatly IMPACTS rental income stability and property maintenance/damage by tenants.If you apply Class A assumptions to a Class B or C purchase, your expectations won’t be met and it may be a financial disaster.If you buy/renovate a property in Class D area to Class A standards, what quality of tenant will you get?

I just missed out on a close-in 50 acre site for $250k that would have done all of these profit centers.

Just as you will be out of state, as long as the lender has knowledge of at minimum the state level where you're looking that will be perfect.