I think it's probably less common here but I've often wondered about how difficult it would be to convert a detached garage, etc. on a property from a legal standpoint.

(That's not to say you can't find cash flow - it's just much more difficult in today's market).Hope it helps! 

I am guessing stricter privacy laws can make this difficult.

I put quotes because its simple but many people make it more difficult.

New realtors, new realty companies, new PMs aren't going to have those established relationships and *no* PMs give up the names of their people to anyone else because getting good people is difficult. 

Those are much easier to do than having to deal with a difficult tenant daily however.

The agents are charged for this service no matter what so it's difficult for the agent to service from a time and financial perspective.

What was the longest eviction or difficult situation you’ve had to navigate?

A deal this small wouldn’t make sense as a partnership unless the original intent was to scale and grow together assuming this deal works out.In regard to the financing, if you can’t get it on your own without someone else’s balance sheet and income then it would be very difficult to untangle that partnership since he’d be a personal guarantor right along side you.  

You could have 10 of these, and they get progressively difficult.