It’s so that a tenant can’t lock themselves out but I’d rather have a non locking functional door knob, in addition to the dead bolt.

It is important to make sure that things function well rather than having a check list of amenities. 

And trust me I’m a tech guy that likes advanced and functional.

I have heard a lot about Quickbooks and other various software's but I don't think I'm at the point where I need something as robust as those right now.Does anyone have a good beginner accounting software they recommend?

Some HOA managers also manage individual units for owners, finding & managing tenants.Some are great at the two totally different functions, but many won't be great at managing rentals. 

That other provider also outsourced (at the time, not anymore) the PM function.  

This will wreak havoc on the second floor but could make your second floor more functional. 

A web-based app solves this, but limits functionality to locations where you have a cell or wi-fi signal. 

Bigger Pockets People,I've been investing & managing in Upstate New York for over a year now, and have actually seen huge success in the functional, teambuilding, investment picking, operational stuff.

None of them will tell you the whole story.Inspectors are only allowed to tell you about code, life safety, systems function, etc.They can't tell you much else.