Upload Multiple Files using a single Multiupload file field. Send Multiupload files as attachments with Email using Workflows.
Other add-ons of interest
Glances - Integrate All Your Applications
Accomplish More Every Day. Spend your time on getting things done, not on finding information. Glances securely connects all of your apps and provides a simplified view of the data you need right when you need it, in real time.
Workflow Emails with PDFTemplates Attachment
Workflow Email action with Dynamic PDF Template Attachment