To add a headshot and other images to an IMDb page, a subscription to IMDbPro is required.
If you already subscribe to IMDbPro and already have an IMDb page, you may upload images almost immediately. First, claim your page to link your IMDb name page to your account. Next, click on Your Page in the navigation bar at the top of every IMDbPro page, then click on "Photos", (alternatively click here) and follow the upload instructions there.
If you do not already have a subscription to IMDbPro, you can sign up for a free trial.
If you do not already have an IMDb page, you will be given the option to create one when you claim your page.
After claiming your page and adding images, you may also add information to your resume.
You will need an individual account/subscription for each name page that you wish to claim and upload assets to. If you already used your subscription to claim your own page, you will need to sign up for another account (using a different email address) if you wish to claim another.
To add an image to an IMDb title page (e.g. movie, TV show, TV episode, video game, etc.) simply select the "Add Image" option located at the end of the image gallery. For more information, please see IMDb title images: Frequently Asked Questions