Quote from @Bree Jimenez: There are many ways to skin a cat, but you should choose one way and stick with it until you figure it out or learn that it's not working.

Usually I don’t buy anything that I suspect is going to have lots of long term maintenance issues.

Hi Rod, The local bank's $200K cash-out refi at 6.875% isn't perfect but clears your HELOC/mortgage, provides scaling capital, and leads to a commercial loan for 5+ properties, solving your DTI issue and unlocking a line of credit for future growth.

Lexington is good if it's over 275K they go much easier on you but I personally do the surrounding areas such as the Red River Gorge which has over 600million visitors a year and no issues with STR

Quote from @Solomon Price: We use Streamline, and outside of the setup being extremely tedious, we haven't had any issues yet. 

Depending on how much you'll like to contribute to this retirement account keep in mind the self employment taxes you may need to pay of 15.3% and age if contributing to a traditional not roth type retirement account.I agree with the above based on your answer you most likely won't have issues in FL.

It has been a civil issue only—until now. 

Address issues like a squeaky basement shower and squeaky floors by marketing the space effectively.

You want it to be easy for your tenants to use to avoid non-payment or technological issues on their end, too.

It’s best to switch to a more neutral name now to avoid potential issues later.