I got reports from two different pest control companies indicating zero bed bugs were present and I also had invoices showing monthly treatments and inspections (including one two days prior to his arrival and it was vacant until he checked in).

If the property is in service (advertised for rent), you can maximize the de minimis safe harbor rules which is where the $2,500 per invoice or per item comes into play.

When I start a file for my clients, if an appraiser hasn't reached out within 3 days of them paying the invoice, I start making calls, lol.

We simply include the tax on the invoice sent to guests, which makes it easier to track and ensures we're covered for tax purposes at the end of the year.For Chicago, I’d recommend checking directly with the city’s tax office or a CPA, but generally, you’ll need to register with the city, collect the hotel tax from guests, and remit it on a regular schedule (likely monthly or quarterly).

Just take a ton of pictures and accurately file the claim with quotes and invoices.

The challenge there is that payment was due in November and your escrow company would have known that since there was a Due Date on the invoice.

More specifically, do you upcharge on invoices?

Guessing you're not using any software or invoices, just depending on the tenants to remember to pay each month.So, you will need to do something to notify the tenants about what their portion of the utility bills are.Suggest:1) You get a PDF copy of each bill2) Type on each bill the split calculation for ONLY that tenant3) Save it and email to the tenant.4) Hopefully you're at least using a spreadsheet to track their rent ledger transactions.

The other important items are contract terms (including draw schedule, scope of work and timelines), consistent follow up on progress, & paperwork (estimates and invoices) for change orders - they will undoubtedly come up as no construction project goes precisely as planned or has zero hidden or missed task items that will need to be completed.Time is your enemy on all flip projects so hiring the right contractor who can deliver the services in an efficient manner will often be more beneficial to the flipper than a lower priced contractor and/or a poorer quality contractor.

And these invoices are terribly written.