Normally they should all be italicized since they're supposed to be unread
to be sent. Are you reading messages in the Outbox?

"I live on Quicken and Outlook" wrote in message
...
None. The ONLY clue is that messages that get stuck have a normal
font display in the OUTBOX, whereas messages that do get sent are
shown in italic.

I get the usual display in the lower right corner of the screen
showing "progress." Since I use two different email accounts, the
display shows 25%, 50%, 75%, 100% (briefly).

A workaround has been to move the stuck message to the Inbox, open it
up, SEND it, and then it goes off fine.

Is this a legit bug that I should report to MS? It hard to find a
consistent pattern, except that it seems to occur on new messages, but
not on replies or forwards. (I have the option set to keep copies of
sent messages in the (non-Inbox) folder that stores the original
message.