@Steve Bruza - your post brings into discussion multiple aspects - asset protection, property management, financing, mortgages, transfers, DOS, accounting, taxation, corporate maintenance, veil, estate planning, insurance - all with their individual complexities and interconnected dependencies and intricacies.

Secondly there are 3 major aspects to whether someone is a good tenant. 1.

I also love being part of changing things for the better and rehabs are perfect in that aspect.

@Vernon Trice III Huntsville has got some seriously cool things happening, big projects, lots of new jobs and entri MASTER PLAN for the city that encompasses business development, quality of life, green spaces, education – the whole deal (https://bigpicturehuntsville.com/), so personally I'd say buy and hold.

There are many other aspects to consider for an airbnb rental vs a "normal" rental.

You can hire a full-service property managerYou can hire a service that assists in the management of the bookings & communications with travelersYou can handle all aspects of your vacation rental property themselves ("by owner".)A full-service property management company (#1 option) is just that: they handle every detail and aspect of offering a property for rent on the vacation rental market, from advertising the property on their own Property Management Company website, to handling inquiries and reservations, key-handling, cleaning and maintenance.

Errol Vincent (real estate agent) helped with advice and suggestions when times got time.Vincent Scherba (property manager) provided tremendous help with putting together a lease and with a lot of the technical aspects I never considered.

Just let them know you want to know about the tax implications as well as the financial planning aspect.

The truth of the matter is, we are refinancing about 20 of our properties into a portfolio loan, and because we have had so much appreciation over the last 2 years, the new loan is going to encompass the firsts and the seconds on all of the 20 properties that have firsts and seconds.

There is for aspects of it, but not everything.