@Russell PayneI self manage and meet all my tenants.

I'm looking to dive into this lending space as well with a Self Directed IRA.

Condotels usually keep a hefty percentage such as 20 or 25% of the rental revenue......But there are a handful of these that DO allow you take yours our of their rental pool and self-rent. 

This is a great forum with very knowledgeable members that will help to guide you in the right direction.There are a few self-contained guides that you can access here: https://www.biggerpockets.com/guidesI really like the alerts feature that can quickly guide you to current topics that might interest you: http://www.biggerpockets.com/alerts

@Braeden Cobb I did try combining short and long term in a multi-unit property. 

.  -- I'm currently taking a property management course to learn how to self-manage my current property and future properties going forward.

What kind of unit count range are you looking at

I'm considering investing in a multi-family home near downtown St. Pete that is currently rented out to long term tenants paying below market rental rates. Does anyone have experience registering a home with the St. P...

We need to repair a small portion of the roof in detached garage in multi-unit, in Evanston.

I don't know of any seconds for properties larger than 4 units, otherwise that's usually my recommendation to get around losing the rate on your first.