Hello. This problem has baffled my techie mates. When I send an email the first character in the subject field is always dropped off by the time it gets to the receiver.
For example, if I were to mail you a message entitled 'Hello', you would receive one with the subject 'ello'.
It is a bit annoying and no one can work out a solution.
This isn't a real answer, but a workaround. Have you tried putting a space before the subject to see if this gets dropped off instead of the first letter? If that doesn't work, how about a character such as #. Also, you don't say which version, but have you tried detect and repair under tools?
I'd suggest trying to use your email with Thunderbird. Personally I think it's better anyway, but that's irrelevant. The problem either lies with Outlook or with your email system. If you get the same problem with Thunderbird it's likely to be the email system.