It's been a while but I believe when using the "Send mail as" feature in gmail it puts your preferred address in the from: field but keeps your gmail address in the sender: field.
That's probably fine in most cases but I was getting inconsistent results when people replied to my emails. Some were addressed to my domain and others to my gmail address.
I was also concerned that this might give me a slightly higher perceived risk in some SPAM filters.
Like I said earlier, none of this was a huge deal. It was just one of those inconsistencies that led me to routing all my mail to Google Apps.
Could you elaborate on that? Does the "Send mail as" feature in gmail not work sometimes?