This is not normal.

It collects our rent, screens our tenants, broadcasts our properties for rent, has full accounting and reporting.  

To me, it seems normal for a party of seven, but this is serious - we have bears, so leaving food in the house is a real safety issue.I told him to leave the cleaning for me when I return next week and focus on getting the trash out, even if multiple trips.

Hey Ben,Totally normal — two weeks with lots of inquiries but no bookings yet happens all the time when you’re new to mid-term rentals.

That’s normal wear and tear.

I have a growing family and would like to use the funds to start a business.Thought I would offer it to you all first, before listing through the normal channels.It's been rented without vacancy since I purchased. 

Is this normal in the beginning?

You can still rent a property people wouldn’t want to live in, but you’ll pay for it every cycle through lower rent, higher churn, or more management effort.Would a normal, stable tenant feel proud giving someone their address?

I'd check on that.They may be accustomed to living in sub-standard housing, so a leak may have been normal for them. 

If a person found an off market deal that did not need a ton of work then putting 15% down could be a way to get into a long term rental without puting the normal 20% to 25% down.