I would lead with letting her know that she needs to be out by 4 pm on the first because that is the latest allowed moving out time per the condo (and you must have something in the lease that says she must follow condo rules and I believe you would have discussed at move in).   

You certainly could have negotiated the deposit to be delivered before signing, but that would have lead to absolutely no difference for you.

For example, Beka’s first hire was for five hours a week sending someone else out to find leads.

There are tons of good resources for how to talk to leads! 

Never try to circumvent something for someone else, it can only lead you into murky waters.

My dad told me about Avery Carl and since listing to all her podcast and interviews I would like to take a similar approach to short term rentals, to lead me eventually into multi-family.

Some Flipster Pros-lays out step by step instructions from contacting leads to closing -offers scripts along with contracts for buyers and sellers-10k leads monthly, additional costs if you go over -gives multiple filters to finding what kind of properties to look for ex vacant, REO, out of state owners etc.

Basically you are better off leaving units empty than rent to someone that is not at least a decent tenant.We use quickbooks for managing the financials.For tenant maintenance items I am old school and just use a notes to-do app that is shared with my lead handyman (who is leaving me in December: Ugh!).

That's where most of my leads come from. 

This lead to a higher discount.