Came across a handy little tip this afternoon.
I’ve only recently put images into my signature in Outlook and noticed that most of the time the images weren’t included in replies. Turns out when someone sends a message in plain text Outlook defaults to replying in plain text.
It’s easy enough to change the format to HTML, but the plain text version of the signature was sticking.
The tip I came across today was that, once you switch the format to HTML, you can just right click on the plain text version of the signature and pick the right one.