Exploring other options like Appfolio or Apartments.com which might offer the balance of support and functionality you need, is a sensible approach.

The bigger point is that if you use Walmart, Lowes or some other big box paint the base colors can and do change which will make touch-up difficult.

This will happen in a market with balanced supply and demand, in a monetary system like the US, with fiat currency targeting 2% inflation.- In some markets, that are growing quickly, with great jobs and lots of inbound migration, this could be a little higher - like 4-5% per year over long time periods as demand outpaces supply.

Balancing that with wanting to do something to maintain affordable housing for those in mid to lower income brackets.  

I'd honestly like both and it's been difficult to determine which I should focus on.

If nothing else, maybe this will bring some balance to this thread, and no I do not work for Jerry nor have I invested in the program. 

It's very cheap and not difficult to maintain bond/license/insurance.

Quote from @Nicolas Tow: I recently purchased a 3,125 square foot empty lot in the 27th ward area of Humboldt Park Chicago and I was wondering how difficult it is to re zone from RS-3 to RS3.5 or RT 4.

I generally prefer higher since I don’t plan on putting in small claims, it’s basically just for catastrophic loses and the savings in premiums over multpiple properties for multiple years should balance that out if I have ever have to use the insurance.

For example if you sold on year 1 on a 5 year prepayment penalty, the lender would hit you with 5% of the principal balance.