TL:DR; SendMail is a versatile program for send files by EMail on timer
Download SendMail Shareware - Rating: 3.79
The free utility will search for contacts whose email addresses are not used in messages or other items in the selected Outlook folders. You can also search for addresses in senders, recipients, and body texts for a specified date period.
NEO Pro Instantly Organizes Outlook Email. This award-winning add-in turns Outlook into a powerful email organizer giving you the instant searching and effortless browsing capabilities Outlook forgot. Simply the easiest way to find and manage email!
Send personalized text or HTML email with attachments to clients or customers directly from a Visual FoxPro application program, programmable database or spreadsheet. Check for bounced email or replies (REMOVE, CONFIRM, OPT-OUT, etc.). Royalty free.