Thinking outside the box, maybe there are ways to grow the town, maybe the restaurant has items that are unique that could be marketed outside the town.  

But generally, what should I expect from the city in terms of requirements to allow me to rehab the property that are unique to it being fire damaged?

That includes materials.It's a pretty time consuming task, to fish wires through walls, floors, etc.

My wife's full-time job is raising our children, but her side hustle is managing the day to day operations of the Airbnb, so we have a unique situation that would allow us replicate this model in the future :). 

It is difficult to figure out what is going on in your post.If I understand correctly: that you have a property management business (LLC 1) and you recently bought a commercial property under a separate LLC (LLC 2) and that you want a rental agreement between the two LLCs.Just make it arms-length and fair market to avoid problems.If both LLCs are disregarded for federal income tax purposes, the lease will also be disregarded and won't be respected for federal income tax purposes.If the management LLC is an S Corp, you'll have a self-rental situation that has unique passive activity loss rules.Your professional advisors can fill you in on the details.

TASK Confirm all dwellings equipped with the proper security devices Replace all batteries in smoke and carbon dioxide detectors once a year.

I actually haven't considered podcasts since I have always been a physical book kind of guy but it makes more sense to do it that way since like you said, its easier to multi task.

As you know, HML's aren't like banks, that have various loan programs that are offered by many other banks, but each is unique, with varying conditions.

Not having done a deal before, what advice can you give to prove myself worthy of the task?

By having access to over 40 lenders (including major banks/institutions), we're able to compare options and choose the ideal lender and interest rate for each client's unique goals.