Thanks for joining the thread, @ked546. I'd be happy to lend a hand with generating the 1099's.

Just to clarify, is the screen and/or a button not being responsive on the screen? If so, I recommend some browser troubleshooting since it can help to clear up unexpected behavior. You can locate additional information on this process in the following link: Troubleshooting browser problems.

Additionally, contractors will only appear if the expense account associated with their transactions is selected in Step 2: Categorize payments to contractors. So a check to Amy's Oil using the expense account Fuel will not be tracked for a 1099, unless the account is chosen. 

I suggest double-checking that the expense accounts used to pay the vendor are selected in Step 2. For other steps, I recommend this resource: 1099 Troubleshooting.

Please let me know how it goes, as I want to ensure that the forms are generated for you. Wishing you well.