Late last September, I had tried to send a message at the office via the Microsoft Entourage desktop client, as Webmail was having issues. For some reason, that didn't go through either. After a few hours of struggles, I ended up sending the note from my personal e-mail account, using Apple Mail, and hadn't opened up Entourage since. Until today.
Prompted to revisit Microsoft's sorry excuse cousin to Outlook for the Mac, I fired up Entourage and set it up to synchronize, so each folder would be updated. As the app sluggishly whirred to life, filling my inbox with the latest, a familiar "Sending Mail" sound echoed. Oops. Seconds later, my message from September hit an internal distribution list and I was made to look like a fool, as the note gave a snapshot in time from 10 months prior. In the age of instant receipt and Blackberries, there was no good reason to recall. Instead, I just sighed and apologized to all for the error.
I hate that. The next step is to just make sure I never open Entourage again.
Update: Ars Technica in parallel has posted a note on curing "sender's remorse"...