The management company I partner with takes 20% of rental revenue in exchange for all of the bookings, marketing, cleaning, preventative maintenance on mechanicals, etc. 

Now you've made your whole FLOOR an ice-filled glass relative to the outdoors, and you're depending on essentially using a fan that blows enough to dry it out each night when the RH dips to keep from rotting out your subfloors.Why don't we, instead, understand that the outside needs to stay outside and the inside inside and install a proper thermal and vapor barrier....somewhere? 

The annual revenue and average daily rates seem high and I’m wondering if the numbers are inflated?

Essentially a lease option program where you guys get about 23% of non-refundable tenant-resident fee.  

Making it an experience will increase your revenue and occupancy.

I would say if you're just doing it half way with like a foosball table and a few small things, don't bother with closing it in and all that, but know that it probably won't do much to add revenue. 

Run a hydro model to determine what the flood level would be in this area (essentially do the work that FEMA didnt complete.)  2.

That's essential. 

Essentially the leaky bucket strategy. 

A friend of mine Kenny Bedwell created this software to extract the revenue and average valuation of properties by city.