My Outgoing emails stay in Outbox

I've used windows mail for years via my desktop @ home and whilst mobile with my laptop. However, when constructing emails on the laptop I have to shut down the programme and open it back up for the message to leave the outbox, this is despite the send immediately tag being ticked.
The send receive button appears inactive.
Any thoughts? Both the home system and the laptop appear to be configured identically and both are running the same anti-virus protection software.
I do not have the same problem with the desktop, only the laptop.

The link my be corrupted, try to go to file, and send from there.

Richard,
I tried your suggestion and it had the same effect, the message just stays in the outbox until I close and restart Windows mail.

Cheers
Steveinoz