I don't know much about the Houston market, Hope the move goes smooth though.

What questions should I ask him to make this deal run smoothly? 

I had a great team in place to helped make this go smoothly!

Have a competent realtor, lender, and title company to make sure the transaction goes smoothly. 

As long as all paperwork is in order with you and your tenant and communication is kept with the housing authority caseworker all can be done rather smoothly, I typically estimate about 30 days. 

If a tenant breaks a smooth top stove by dropping something on it, for example, that's pretty easy to figure out.

As soon as I began documenting each important phase, I was able to make the proper adjustments that allowed the business to run smoothly and easily.

Hey BP -- I have a handful of short-term rentals and have them operating pretty smoothly.

It's like quicksand, smooth on the surface but deadly once you're in it!   

Very smooth company to work with.