I make the bulk of the money via Homeaway/Vrbo and very very little on Airbnb.Yes our lake house makes money well above just paying for itself.Our house is close to a University so we get extra rentals from home game weekends, graduation etc.

Raise revenue or reduce operating expenses or both.You might run into explanation that seems circular - value is calculated based on cap rate but cap rate is calculated based on value, it's like watching a dog chasing its own tail over and over again ... at some point your brain will explode :-) As stated above, the breakdown in the logic is the fact that some people think they can alter and calculate cap rate, this is incorrect.

.- Watersense or other water conservation methods with showerheads (the biggest drain on water bills other than leaks and loos) are often cheap and easy ways to reduce the bill with little to no impact on the tenants' lives.- LLC name can be anything you want, but I'd certainly think purchasing this and holding title as an LLC makes sense for a 14-plex.   

Also have the draw schedule setup in a way that you are not paying a bulk of the project up front.

Pay a broker for a BPO on the house if you don't know how to determine it's true value yourselfThe title company (or lawyer) will handle the bulk of the back end work.

In Pennsylvania, you can apply for homestead exemption at your local assessment office and it will reduce your school property tax for your primary residential residence. 

@David James your friend is taking the biggest bulk of the risk in IMO.

I follow the BRRRR strategy so most of the properties have been rehabbed which I believe reduces calls.  

Exterior landscaping and hardscaping but mostly just better maintenance and reduced expenses (negotiating vendor contracts and just being more responsive so that little issues don't become big ones).

Having a clear vision of what you want real estate to do for you will reduce or even eliminate your anxiety.