A suggestion about Furnished Finders, their calendar sucks because you can't block off your high-season months, a real detriment to taking bookings through them.

Or a bigger player like those. 

Areas of consideration:- Rehab to Rental- Flip to Public Market- Wholesale (If the deal comes with major equity and ROI incentives)If you are interested in joining the team, please respond below or connect with me through Bigger Pockets.Best regards,Drew Hantla

A lot of section 8 renters go straight to their case workers with issues like this and it becomes a lot bigger deal than it needs to be.Just do the treatment, cover up the holes, and move on.

Bigger Pockets has tons of podcasts and forums like this one to help you get started.  

Welcome to Bigger Pockets David!

How might a city board view a project such as this and what might be some of the bigger questions they would ask of us?

Welcome to Bigger Pockets!

Hi Cathy,A great strategy is BRRR or 1031 your way up to a bigger building that will ultimately make you cash flow. 

With high price per door and high rates, you wont find any cash flow.STR market is also very saturated and we're seeing more regulation there.I'd keep the end goal bigger multifamily deals.