- Usually a 5 unit with a boiler means that all the units share the boiler heating system.Which specific utilities in which units are paid by tenants vs shared?

Of course, he flamed out after a couple of years, but he followed some of the path you outlined.

Yes, they will do many things better than you, but some things it's not possible for them to be as attentive and quick responding as you.Also, no one's perfect, so keep tabs on them in general.Regarding holding or selling: why did you buy this in the first place?

There are 9 x buyers for owner occupied houses than there are investor buyers. 

Presentation and delivery is MORE important than content because that comes first.

It’s usually best to open a separate business checking account so your rental income and expenses stay organized and away from personal funds.

Lots of loan options can close in an LLC, helocs usually need to close in your personal name.

They usually have a small upcharge on the work done but it's generally not a profit center for them. 

Class A- Brand New buildings with lots of amenities, good infrastructure & locationClass B- Building are usually older; priced less than Class A & need some updates/restorationClass C- Oldest buildings (20+ years); need significant maintenance; less attractive locationsWhere things become subjective is an older building located in a neighborhood that's changing for the better. 

You will likely miss some deductions using the commercial tax software but it’s the cheaper option and starting out a couple hundred dollars in deductions missed likely isn’t that big of a deal.