A few comments were posted a while back with people looking for Backup solutions for their Windows Mobile 5 Pocket PC's.
Sunnysoft have their Backup Manager product which now supports Windows Mobile 5!
Sunnysoft Backup Manager enables:
Backup to desired location including memory cards
Backup of files stored on memory cards
Automatic backup according to custom schedule
Automatic backup according to battery status (drain)
Create selfextracting backup file
Backup password protection
Operate the program by entering commandline parametes (manual will be available later
A choice of backup method more convenient to you - Basic mode or Advanced mode
Store you backups to a Desktop PC automaticaly
XML configuration file support (on demand)
Turn off reset confirmation dialogs if needed