Quote from @Tina Lee:
@Zachary Oberlies, thank you Zachary. Not terrible tenant beside paying rent late every month. No drama. However paying rent late almost every month is pretty bad to a lot landlord already I think.
So, it sounds like the only complaint you have about her is the late rent.
First guess time says her income is dependent upon factors she cannot control - tips and other gratuities, sales commissions, etc., none of which are dependable or guaranteed. She may also have variable expenses beyond her control.
Want your property destroyed? Give her a hard time about it.
Don't want your property destroyed? Patience, compassion and accommodation are in order.
In fact, here's an idea ...
Move her due date from the first to 15th, but find a way to let her think it's still the first. That way, when she pays "late", she's still on time.
You could even combine that with a strategy my former landlord (property manager, really) used to employ: The lease shows that the rent is $xxx, but if paid before the due date there's a $100 discount (incentive = positive motivation; late fees are negative motivation and are less effective).
Another poster suggested you might not be landlord material, and I'm inclined to agree. If she's late, but has not missed a month, you're needlessly getting your own guts in a knot while increasing your efforts and expenses. It's to your own advantage to relax about it and accept the situation as it is. A class in landlording might be helpful to those who get hung up on punctuality to the point of considering legal action (eviction(= increased expenses)).
My $0.02 ...