This is closer to what I was looking for. The time period is weekly, but I can just enter the items from his weekly hours report into line items in a bill and keep a running total. I looked at the QB timesheet function and that seems like extra steps I don't need, plus I would still be entering the line item detail in the description field on the bill. He is our IT services vendor so I created a service item (VNDR_IT_SRV), and linked it to my IT Contract Services expense account with the hourly rate and I think that will do the trick. I'm not sure if I will keep a running bill and close it out every 4 or 5 weeks or just generate weekly bills, and make a payment once a month.