No way for us to tell what you are doing wrong. That behavior suggests that
the electronic address you are entering is not valid. Examine the Contact
Record of the next recipient you enter and make sure it has a valid,
resolved address.

I have the same problem.

I did use wet to transfer my data.  I already had to make a new profile to
see the contacts in the first place.  Now after doing all that when I send
using a contact it continues to send ... endlessly.  I have to stop the
process and restart Outlook.  When I type in the same address, aposed to
selecting from contacts, the message sends fine.  I have tried several
contacts.  Is there a fix for the problem?  I do have the original
outlook.pst file.

Thanks,

Cecil

I'm having a similar problem -- mail messages hang out forever in the Outbox
if I type in a contact's real name or try to send using a distribution list.
I'm running Office 2007 on Windows Vista Ultimate.

I did discover that in every case that this happened, there was a recipient
whose contact is "dirty" when opened. That is, I open the contact,
immediately close it, and get prompted to save. After doing this, I can send
to that contact without trouble.

I was hoping that the problem would be completely solved by just opening
every contact, closing it, and saving when prompted. Unfortunately I
synchronize my contacts with a Pocket PC, and the process of synchronization
appears to put many of my contacts back into this unsendable state (even
though the contacts didn't actually change on either platform).

My current work-around is:

1. Try to send email
2. Pay close attention as to whether it sends or not
3. If not, start wondering if Thunderbird can sync with PPC yet
4. Go through every recipient's contact, opening, closing, and saving if
prompted
5. Open the original message from the Outbox
6. Click send again

I'm short on love for Outlook at this point.