Right now, I do have the "REALTOR" status but wondering if it make sense to keep paying the $800/yr to keep the status?

Normally, companies keep changing their name after losing all investor’s money.

If a nearby hotel is charging $650 per night for a 1000 square foot suite and keeping it occupied, would I not be able to charge the same for a 1921 mansion that sleeps 10 people comfortably?

If you have no facts, then yes an appraisal can be your ticket, but also keep in mind how your state manages assessed values.

I think this arrangement can suit both parties, he wasnt going to be able to keep the house but can still live there for super cheap.

If you have a good agent at Networth Realty they will get you a fair deal and keep both sides honest.

The property will be under both of our names, so the longer we keep it, the longer it will be both of ours!

We are going to keep plugging away though and appreciate the input!

Low cost housing is a huge motivator to change behavior and keep their housing voucher. 

I have a city rowhouse with a 20' sidewalk and 5' wide steps with 9 treads and two 7'x7' landings. It's a 4 family, I just don't want that kind of transactional relationship with any tenants. At another property with ...