Defered Outbox Items not sending HELP?

[-= Night Shade =-]

I tend to defer emails to send at a later date... And mostly this works
- but sometimes looking at my Outbox, I have a Sent date as None...
Usually it will have the date that I clicked on Send, but after a period
of time (inconsistent), some of the deferred messages will switch their
Sent time to None, and never send at the Defered Time, until I re-open
the message, and click send - which prevents what I want to happen...
Them to send when I specify.

Does anyone experience this as well? Or have a work around, or a reason
why this happens?

Thanks!
Peter Ferris