Secondly, the homeowner would need to cooperate as she would need to submit a bunch of paperwork including income statements, tax returns, etc. for the Short Sale application to show that she is insolvent.  

Can you send me application? 

I encourage you to consult with a qualified attorney to ensure this agreement complies with applicable laws in your area.

I've got a long term tenant lined up & the unit is a non smoking unit, which the applicant is aware & fine with for indoor.

If possible, in the future I would try to obtain a copy of a standard Condo questionnaire from the HOA prior to the mortgage application process and ask your lender to review it in advance in order to mitigate some of the time and costs risks associated.

By house hacking, you're immediately positioned as a landlord, which will adequately pressure you to learn how to structure your leases, screen applications, collect rental payments, resolve the nuances of managing tenants and addressing property issues, etc.

.: I have an applicant who's going through a rental screening process A.T.M.

With expiration, there is a maximum CAP for the area so new license applications would be subject to a wait list.

Currently accepting applications for friends and family because teamwork makes our dreams work.Even then, that statement has narrowed the possible solutions. 

These platforms typically have billing policies where you pay a per unit fee per month to the software and you get regular updates and support each month.There are a number of low-cost platforms available that are able to offer you a lower price by passing along some of the costs to your tenants (payment processing fees, applications, tenant screening, etc).