Mathew, From my perspective you need to talk with local real estate investors and a quality realtor to determine what is needed as well as paint choice options.

The good 'ol DUE ON SALE CLAUSE is TYPICALLY not what the internet (and the forum) makes it to be. 

Based on budgeting, section 8 seems like a viable option without any major cons.

Don't accept animals that put you in financial peril.It's very interesting that emotional support animals are typically owned by lower-income renters, and a large percentage of them are dangerous breeds.

I'm wondering what the best option is out there on the market currently?

@Stephanie Gledhill The credit union you found looks like a great option.

This is typically due to a high principal and low median rent within the area or its remote and I believe it may be a struggle to find tenants.

I read last year you could rent out as STR for up to 90 days, but sounds like DC has eliminated that STR option this Febuary?!

We give the customer 3 options on permits , pay us our hourly rate , get the permit themselves , or pay a permit service .  

@Jonathan SotoI would explore all of these options:1.