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Dear Drew Granderson,
Thank you for reaching out.
It seems like you're encountering an issue with changing your profile picture in Microsoft Accounts. Typically, you should be able to update your picture by signing in to your Microsoft 365 account, navigating to your profile settings on top right side, and selecting the option to change your profile picture.
If you're not seeing the icon or pop-up to change your profile picture as expected, it is possible that your school administrator has prevented you from editing personal details. In this situation, please contact your school admin and they will be able to change the photo on your behalf. Related articles for your referenece:
Change your Microsoft account picture - Microsoft Support
Change user profile photo - Microsoft 365 admin | Microsoft Learn
Thank you for your understanding.
Best regards,
Community Moderator | Sophia