Using Classic Outlook on Windows for personal email, calendar, and contact management
Hi Eleni - thank you for attempting to help!
I have been using the new Outlook for a while though, and the handles were showing up on images and you could easily resize an image as you always could until just recently.
Seems with the update to add the options of "Small", "Medium", "Full Size" options that the handles have disappeared. Although KevT88's suggestion is working intermittently for me when I click and drag my mouse from outside the image over the image. Seems I have to drag right to the center.
I do hope that Microsoft realizes this is a bug they created and the handles are essential to functionality as the S/M/FS doesn't always fit the need in email.