From memory we never had the tenant sign a form for rent increase.

Being in the STR space, it has been really good crafting descriptions and auto messages that can be used to create a listing on airbnb, your own website and guest communication messages

I had a condo unit listed for one of them and they just decided last week not to sell after seeing a flurry of bookings on their AirBNB site.As others have mentioned, the middle class might spend less on restaurants and pricey gym memberships during a recession, but they still need to recharge and still want to make family memories with their kids. 

The painter had showed my trade-craft using "Liquid Mask", so hoping it will be relatively easy.

Safe smaller city, Craft Beer culture, great job market, and rents are high in relation to prices.

first time deal with subject to.We've done a lot of subject to's and this one is poorly crafted.

If memory serves they break down by quadrant and unit type.

That might limit your exposure to having interest eat up your profit and might increase your success chances by bringing on complimentary wisdom while you hone your craft.

What would you offer - or how would you craft an offer so this deal works. 

While it may be tempting to rely solely on memory, I would try to jot down as much information as you can.