It makes it very clean cut for paying the mortgage and I’ll be saving on closing costs but is this putting too many eggs in one basket?

Small holes in the wall from hanging pictures, use polyfil and fill the holes. 

Hang around here and ask questions. you'll find a wealth of knowledge around the forum.....

Bet he moves upon receipt.Also, what you stated doesn't hang together...he wants to delay moving to assisted living till his arm heals?

I seen pix where it was hanging down then put back up.  

Comps are around $500k.Its listed for $390k.Do I try to hang on or do I sell and take the loss?

@Alexander Phan agree with the fasterpermits referral.lots of things hang you up in PDX and Mult co.I literally built 30 new homes in Canby OR  quicker than I got remodel permits on 2 homes in PDX.I have left  PDX and their totally difunctional city services never to return.  

Hang in there.

This gives rise to the question of what we should do with our current house – it could be an opportunity to get started with an investment property by hanging on to our current property once we move out.

If the tenant got pissed off and paid a hundred and fifty bucks in court costs to file and bring that before our local district magistrate, the tenant would win a judgment against me, get his court costs back, and the magistrate would always remember me unkindly as a trifling skinflint who apparently expected his tenant not to hang anything to cover his windows.