Björn Herrmann wrote:
It definitely is not related to the OS version. At least in my case it happened as well in 10.6 and was happening in 10.7 as well until the mentioned reorg.
I agree. I have had this problem in 10.5.8 (Mail 3.6) for a very long time. I have driven my mail provider nuts trying to find a solution but they are adamant their service is fine. I have never had a problem sending from their webmail interface.
To confirm, this is an occasional quirky failure rather than something which is fundamentally broken. I have found it to be independent of location (read: ISP), infrastructure (including Ethernet and WiFi) and individual device (I use several G4 Powerbooks running 10.5.8 in multiple domestic and professional environments).
Anecdotally, I feel that I am most susceptible to the problem when I send an email that I have been writing/pondering over for quite a while. I have taken to trying to remember to do a 'check new mail' *before* I send (in an effort to reset the connection) and in these instances, I do not believe I have lost an email. However, I don't always remember to do this and still suffer the problem from time to time.
Most annoying to hear that it is still a problem in newer OSes. How sad that I can't look forward to being rid of this problem when I finally get around to 'upgrading'! :-/
In summary, my opinion is that this is a problem with Mail.app which has been about for a very long time.