We are trying Avalara...hesitant to give Intuit any more money and I'm sure they are getting a kickback from Tax1099.  Avalara is a pay per 1099 price structure, but they do have a bulk rate if you send more than 100 forms. Still a little bit of a process, but I think it will do the job. The IRIS system is painful, although free.  This time of year we choose to pay for less pain...