You can log into tabroom then click on "Past Tournaments", select a tournament from a previous year, then use the functions in Entries > Data > Email to communicate with folks. This will have your older date.
Alternatively, you could use the csv exporter on the to feed a Mail Merge - the entries will have the contact information for attendees. Entries > Data > School Contacts - then click the green spreadsheet icon above the table.
Please let us know if we can be of additional assistance.