In your case, since the roof replacement constitutes a substantial improvement to the property, it could warrant consideration for a partial disposition.

Anyway, I did not mention or call you out personally on my original post here for a reason, and now I’m done and no additional response is warranted or will be made on my part (mic dropped).

I'm fairly certain if he was required by probation/parole to register as an SO and he didn't, there will be a warrant for his arrest.  

IMO you're asking for trouble and there isn't enough of a potential loss to warrant a response. 

My neighbors wouldn’t like a STR and I think my location wouldn’t warrant a strong enough nightly rate. 

Sure, you can make your unit extra special through design or amenities but when most of your competition is similar in size/shape, those extra items can only warrant so much of an increase in ADR. 

Tenant stipulates, represents, and warrants that Tenant has visually examined the Premises, and that it is, at the time of this Lease, in good order, repair, and in a safe, clean, and habitable condition.

Buyer warrants and covenants not to take any enforcement action against any Obligor that would be commercially unreasonable or create any liability for Seller.

A bigger risk would warrant a larger Down payment.  

They will charge a premium and rarely warrant any of the work.