Most property managers don't charge any markup.

If you choose to play with fire, that is your perogative.For your reference, here is a good primer.Here is the key paragraph:Rental discrimination is when a landlord or property manager treats an applicant differently based on the applicant’s inclusion in a protected class.

The 'guy' can either move out immediately or the can both submit an application to rent the property together. 

Short-term rentals of non-owner-occupied properties will also require a special use variance which is obtainable by starting with the completion of an application in the Zoning Department."

With an invoice showing "no charge" for fixing the cupboard, this hopefully can't happen again if a contractor changes did mind or has some type of mental lapse.  

Once the tenant moves out you are allowed to charge any amount you like.

You can see these charges added into your payoff demand by line item.

For example, my cleaner and handyman at my STR have separate cards so the only thing that ever gets charged to that card is that expense.

For example, I mention that every adult must pay a $30 application fee, pass my credit/criminal background, make a combined income of 3x the rent, and whether or not the property accepts pets.

I suppose I'll just wait until I find a good applicant and be grateful I won't have a vacancy this time next year.