It is gated, secure, a larger resort, with hotels, restaurants, shops, scuba, snorkeling, a dolphin encounter, etc.It has a marina and golf course.

You’re surely going to create income taxes and maybe Medicare/social security taxes if you start paying yourself for labor/work.

I put a security deposit down of 10k.

However, by emphasizing their security deposit and concerns about repairs every tenant we've approached using this system has signed our lease.Someone from maintenance stops by to introduce themselves, give a business card and ask if there are any repairs that need to be addressed in their unit.

I think I just found a loan officer that’s well versed in unconventional loans and can help me secure a small loan for my first investment :D thank you for your reply! 

Depending on your state you may need a separate bank account for your tenant's security deposit.

And offer #4 is a distant last place: The buyer could walk on day 29 if they are unable to secure financing with no consequences.

If you're looking to get started in Pittsburgh, there are a lot of turnkey, duplexes and smaller multi-units you could invest in first to secure a good cash flow.

They aren’t secured to a footer, they are just kinda jammed between the basement floor and some of the major beams on the bottom of the house.

2) I’ve allowed pets for 20+ years and have yet to have pet damage in excess of the security deposit. 3) once you’re vacant an extra month you could have replaced the carpet with the lost rent. 4) what’s the plan when you wait all this time and then your tenant brings in their ESA dog?