Quote from @Ben Trageser: If you live in your short-term rental (STR) property in a future year after claiming depreciation, depreciation recapture does not occur immediately.

 @Greg Abel I think it's important to consider the long-term, as changing property management software is difficult.

I wanted to help them out and minimize their loss and saw an opportunity to get a property slightly below market because of my commission savings, immediate mortgage and maintenance relief, in addition to keeping a lower short term interest rate How did you find this deal and how did you negotiate it?

Don't grill me too hard.I own three rental properties, one is my primary residence with an apartment (5 units total between 3 properties: 1 airbnb, 2 medium term healthcare leases, and 2 long-term rentals).

The devil is in the details. 

Quote from @Jack Matthias: Hi Josh,Curious why the Heloc as this can be done with better terms going the conventional route. 

Off-market deals give you control over pricing, terms, and creative financing options.

I know it's over your budget, but is this the kind of property that would interest you: https://www.realtor.com/realestateandhomes-detail/194-Joliet...?

Instead of losing 55k they will probably only end up losing $25,000 - $30,000Long term its not a great cash flow property but with some renovations and addition of a parking slab I think long term appreciation is the big goal here.

Confirm that the provider has experience with the particular investments in which you intend to invest your retirement funds as you very likely will have questions in terms of the mechanics (e.g. how do you invest in real estate, etc.).4.