@Ken Latchers - I've had a least 50~ requests because I was trying to limit this strictly to traveling nursing staff. 

Plus 8,000 plus fund manager and fund staff contacts.

Thank you yes Im going to have to consult someone because it's too overwhelming for me and making the wrong decisions could cost me thousands (or 100's of thousands of dollars if were talking long term)

I have good relations with the owner but they are extremely strict on this because if the deal gets out, they will be more overwhelmed with calls than they already are.I found a tenant who seems on the surface to be a good candidate.

Defining the criteria of a buy box also helps investors avoid being overwhelmed by an abundance of real estate opportunities.

Understand their fees, bid process, termination requirements, markups for work done, how they confirm fair bidding (especially if they have on-staff handyman).I would talk to the actual tenant in place to understand what their experience is with both property and management team.I would drive the area to understand how your property compares to others on the street/in the neighborhood.I would talk to other management companies and realtors to understand their understanding of the market, rent levels, etc.Basically, full due diligence and underwriting of the property.

The hourly ones have expected completion times based on sqft and bedroom/bath sizes so they really cannot take too much of an advantage, and even if they did we are covered by cleaning fee (all of this has been factored in already).Most hotels staff in house to the point of their lowest occupancy months and bring in contractors at times of higher occupancy, so we are trying to follow this model somewhat.

The paperwork is very overwhelming, and no one there seems to want to help guide me. 

The hard point with an adaptive reuse is when you need to incorporate the appropriate staff for the extended stay hotel angle you need the property setup (reservation desk, offices, etc...), additionally there is a marketing aspect to target the people who would be utilizing the short term stay yet longer than you would with a traditional extended stay hotel. 

From NYC and was looking for the same exact strategy with MTR/STR to travel nurse/ professionals and university staff etc.