I think you can run the Data Assist wizard for the main table. Then add the upload fields and apply the Data Assist Server Behavior "Insert Record" for the file upload fields added manually.
The first insert record (applied by the wizard) will store the inserted id as a session variable, so you can use that session variable when binding the other inserts for the files to store the new record's ID.
This is something we could help you with in a premiere ticket if you are having difficulty getting it worked out. Just give us a call and we can schedule a training with one of our engineers if you need help.