I would still submit an offer and see what happens.

He submitted his plans several times in the last 30 years but voted down.

You would need to hire a zoning attorney first to see if it is even possible, then hire an architect to submit plans to build it.  

Escalate it to at least some type of supervisor.In terms of how you explain it to the Tenant, I would come at it from a relational perspective, and remind them that you submitted the claim as soon as they alerted you to the problem, and that if this were YOUR heat that were out, you would have to wait the same amount of time. 

I want folks that can apply online, pay rent online, submit maintenance requests online, etc.. 

Re-submit same offer as before as best and final, attach personal message about yourself and company discussing what you do in the area/how you intend to handle this home.

You find something you like and you submit an availability check. 

Be sure to confirm this before submitting an offer as the deal will be drastically different depending on if it's commercial or residential.

Our board’s mandate a new census card (sheet with current info of residents (tenant or owner)) be submitted each year and whenever there is a change.

Going forward, all payments, maintenance requests, and correspondence should be sent to the address listed at the top of this letter.And then below that it lists other payment methods, how to submit maintenance requests, etc.