The grader's wife sent invoices for progress payments and as I made payments I notice his wife wrote that I owned $5,000 less than I actually owed.

Enter a maintenance request, assign a vendor, attach a fake invoice.

Too dang much trouble to change to something else though. 

@David Jesse Personally if the seller agreed to completely repair isolated termite infested area with licensed, bonded and insured pest control company prior to closing, I would still do the deal.If repaired properly, especially with cinder block style home, termites alone would not stop me.Yes you would want to disclose the termites on the seller disclosure once you go to sell, but have paid invoices on hand from when repairs were completed by current seller and encourage buyers to have their own home inspection completed and you should be just fine.

I'm trying to understand what date to use for categorizing expenses, I have the following example.Say someone sent me an invoice for work done on December 30th, 2022.

An invoice isn’t an expense fi you didn’t pay it.

Primarily what I am looking for is:- Full integration with AirBnb, VRBO, booking.com, and other booking sites - calendar, messages in one place, bookings, etc- Personal website creation is a plus- issue payments & bookkeeping- issue invoices when neededI was looking into Guesty - any experience there?

Then on 2/26/24, I got an email from their for "Billing Support" stating that my bill for $6,000 was overdue with a big purple button to "Pay Invoice Now".

I am all in favor of professionals charging for the value they provide but dang $20k-30k++ is a TON! 

Just because something is written in a way that sounds official, doesn't make it legal.And....to make a long story longer....just because the plumber says a tenant signature means the PM or owner has to pay whatever he writes on the invoice - doesn't make it legal or binding.