We have a client that regularly sends emails using Outlook 2003 to multiple recipients using both the To and CC fields. This has been happening since he got his new computer maybe 6 months ago. Sometimes the email will end up being sent to one or more of the recipients 10 or more times. When this happens, one or more of the remaining recipients won't receive the email at all. Also, the email never ends up leaving my client's Outbox which probably explains why it keeps being resent. We've turned off Norton anti-virus and SpySweeper and looked for anything else that might be interfering with the outbound path. We've also increased the outbound server timeout to 8 minutes. His outbound server is at SBC/AT&T which now uses SSL although the problem existed before we switched his settings. It only seems to happen with large emails and, although my client has been very patient, his patience is starting to wear out. Thanks in advance for your help!