Asking from a rental or flipping perspective.

., @Michael Swan both are San Diego OOS RE investors that I suspect will provide a different perspective. 

From my perspective, in terms of building an REI portfolio, the best bet is to spread your capital over a couple solid cash flow properties and let your tenants pay down your loans over time.

From my perspective, wholesaling isn't conducive to my goals because it requires me to continue to work for my money.

From an accounting perspective it seems to be working ok, but is there any reason to have one bank account per property?

An agent can't make you sell your home and from an agents perspective its better to end things amicable rather than get a reputation for being petty.

I can tell you from an underwriting perspective though, banks are now looking very heavily into when you bought the home, did you buy owner occupied, did you move out early, and refuse you on even a Fannie/Freddie loan if you are trying to buy another owner occupied ahead of twelve months. 

I would recommend you start doing in home visits with perspective tenants.  

First-What's everyone's perspective/opinion on these homes as a potential real estate investment?

I don’t want to make him an owner or employee...but want to make sure he benefits from a tax perspective.