For years now, whenever I put a 🙂 into an Outlook email, it’s been immediately replaced with a little smiley face. It seemed cool, until I later found out that it rendered as a J in some (read: most) email clients. To avoid looking like I have an affinity to insert a random J into my emails, I’ve made it habit to go back and fix this little annoyance.
The truth is that the solution couldn’t be much simpler. Chris Prillo (of Lockergnome fame) details it in this post [found via Lifehacker]. Outlook is using the autocorrect functionality, replacing the common smileys with a single character in Wingdings, so deleting these autocorrect rules will put an end to the substitution.