@ndjohnson8
It's a good question and @ErwinQ 's response doesn't work because you're on accrual basis, hence why all three expenses are showing in February. IMO, the easiest solution is to date the vendor's bills in the month that apply to the insurance coverage. So, in your example, you would create two bills using the same bill number, one dated 1-1-24, the other dated 2-1-24, and pay them together. Then, the bill for March coverage would be dated 3-1-24. The April bill would be dated 4-1 and so on. Make the due dates accurate with the vendor bills but disregard their bill date. That will properly book the expense in the month in which the insurance coverage applies. As long as you have the correct bill numbers, the bill date won't cause any issues for your vendor.
