To add a headshot or other images to your IMDb name page, an active IMDbPro membership is required.
If you've already joined IMDbPro and have an existing IMDb page, you may upload images almost immediately.
1. First, claim your page to link your IMDb name page to your account
2. Go to your IMDbPro page: https://pro.imdb.com/mypage
3. Select the "Images" tab. To add an image, select "Add Image".
Dan Dassow, Champion
In addition to what Ed Jones wrote above, each IMDb name page requires a separate IMDbPro Membership; each membership should have a different email account.