If an image in an email message is sideways or upside down, you can rotate it to an upright position.
Note: Outlook for Mac information on this topic is available here.
Rotate an image sent to you in email
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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.)
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On the Message tab, in the Move group, select Actions > Edit Message (or, if you don't see Actions, select > Edit Message).
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Select the photo you want to rotate.
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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.).
Rotate an image you're sending to someone
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Select the photo you want to rotate.
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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.).
Rotate a picture sent to you in email
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In the email message, right-click the picture, and then select Save image as.
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Give the image a clear name and save it to your hard drive.
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Open File Explorer and navigate to the folder where you saved the image.
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Right-click the image file and select Open with > Photos.
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At the top, select the Rotate button.
(Each click rotates the image rightward 90 degrees.)
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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.
Rotate a picture you're sending to someone
Use the Photos app to rotate the image before you insert it in your email message.
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Open File Explorer and navigate to the folder where the image is stored.
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Right-click the image file and select Open with > Photos.
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At the top, select the Rotate button.
(Each click rotates the image rightward 90 degrees.)
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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.
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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:
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Navigate to the folder where the rotated image is stored, select it, and then select Open.