@llee0429 

Dates are key in accounting and understanding how they work to make them work for you is good to know.

I do not know your setup but have done accounting forever so know how it should work so can tell you this:

For starters, health insurance is one of the few vendors who bills you in advance for the upcoming month so in order to use the employees' payroll deductions to pay the insurance, you would have collect in advance.

For example, to pay February's health insurance, you would need to collect from them in January and that is

not easy to do so generally you are collecting from them for the bill that you have already paid for the total.

So you are technically collecting from them for what you paid last month.