Rotate a picture in Outlook

Rotate an image sent to you in email

Double-click the message to open it. (You can't edit a message in the Reading pane, so you must open the message in its own window.)
On the Message tab, in the Move group, select Actions > Edit Message (or, if you don't see Actions, select > Edit Message).
Select the photo you want to rotate.
On the Picture Format (or just Format) tab, in the Arrange group, select Rotate , and then choose the rotation option you need (Rotate Right, Rotate Left, Flip Vertical, etc.).

Select the photo you want to rotate.
On the Picture Format (or just Format) tab, in the Arrange group, select Rotate , and then choose the rotation option you need (Rotate Right, Rotate Left, Flip Vertical, etc.).

In the email message, right-click the picture, and then select Save image as.
Give the image a clear name and save it to your hard drive.
Open File Explorer and navigate to the folder where you saved the image.
Right-click the image file and select Open with > Photos.
At the top, select the Rotate button.

(Each click rotates the image rightward 90 degrees.)
At the top, select the ellipsis [...], and then select Save as.

This action saves the rotated image as a separate file from the original image.

Use the Photos app to rotate the image before you insert it in your email message.

Open File Explorer and navigate to the folder where the image is stored.
Right-click the image file and select Open with > Photos.
At the top, select the Rotate button.

(Each click rotates the image rightward 90 degrees.)
At the top, select the ellipsis [...], and then select Save as.

This action saves the rotated image as a separate file from the original image.
Switch to Outlook and insert the rotated image file into your message: Below the message body, near the Save and Discard buttons, select Insert pictures inline:
Navigate to the folder where the rotated image is stored, select it, and then select Open.

Ctrl-click the image and select Save As.
Save the image to your Mac hard drive.
Switch to Finder, and navigate to the file you just saved.
Double-click to open the image.

The image opens in the Preview window.
On the toolbar button at the top, use the Rotate Left button to rotate the image in 90-degree increments until it's positioned as you want.
On the File menu, choose Save.

Select the picture you've inserted in the message.
Click and hold the rotation handle above the top center of the image. Drag the mouse in the direction you want to rotate the image, then release the mouse button.