Using Classic Outlook on Windows for personal email, calendar, and contact management
Hello Rod45103,
Good day!
Thank you for posting to the Microsoft Community. We are glad to assist.
As per your mentioned description about "Outlook isn't letting me resize an image. Used to click on the pasted image and drag the corner to size. Why make updates that make things more difficult?".
In new Outlook for Windows, you can change the display size of an image you've inserted in an email message, but you cannot reduce the file size of that image:
- Select the image in the body of the email message.
- On the ribbon, select the Picture format tab.
- Select Size, then select the size option you want from the menu.
- If the image still isn't quite the size you want, you can select the image, then click and drag a corner sizing handle inward or outward to adjust the size further.
AS Microsoft article : Reduce the size of pictures and attachments in Outlook email messages
We understand your concern about this feature and how it helps you improve your efficiency in a work schedule. Still, as it is related to Outlook product design, submitting your valuable feedback directly to the Microsoft product development team is strongly recommended by either going to Help from your dedicated App > submit Feedback or posting on Outlook · Community (microsoft.com) for feature requests.
Please note that nobody here is the product developer/decision maker and has no control over the product. Everyone, including us as community moderators, can only assist you with the query for providing available solutions and the feature's availability status within our scope and capability.
To check more details about how to submit feedback, kindly refer to this article Learn about how to provide feedback to Microsoft - Microsoft 365 admin | Microsoft Learn
Thank you for your time and understanding. For other questions, feel free to add your post to the Microsoft Community team.
We are looking forward to your response! Thanks for your precious time. Have a nice day!