I was able to duplicate the issue using MS Outlook 2010 on a Win 7 Ultimate 64-Bit machine.
Thank you for reporting this.
I forwarded both forum threads to Product Development and will update you if further information is required.
As far as I can tell this issue is still unresolved as of April 2014. If anyone knows different, please advise. To my customers this is mission critical and after we did a major upgrade to 13, my "solution" is creating more problems than it is solving!
I, too, believe it is UNRESOLVED -- I have no further information beyond "it has been reported" and thanks for your post...
as of 4/7/2014...
"No update at this time. Send Mail will not work with 64-bit version of Outlook.
James, This is mission critical for me and my customers. Any update?