One way is to share your current/old headshot with me, and discuss what you like or don’t like about it.
Another way is to look at work samples on this website, and tell me which ones are close to the style that work for you.
Some corporate people keep using old pictures for a younger look.
Either way, please do bring your functional glasses or contact lenses, so that you can see the pictures for review and editing purposes.
One possibility is that camera intimidates you, or the person who is behind the camera makes you feel awkward. Make it fun: often forgotten but this is the #1 key to success in any project. Keep a reasonable and achievable expectation but be prepared to get a small surprise. Size: You’ll look the best in pictures when you wear shirts and jackets that are correctly fitted.
Prepare your outfits, plan hair styling and makeup in advance. Try some power walk or another mild exercise on the day before. You won’t look good when wearing baggy clothes, even though they might be more comfortable to wear when working.
Even if you try to look slimmer, don’t try to do so by wearing smaller size clothes, either. Shop your clothes early (check the store return policy). If you prefer to wear glasses in your pictures, it is usually a good idea to prepare an empty frame without lenses.
This avoids problems related to the optics (eyes look smaller/larger, or your face edges look distorted through the glasses, etc.) as well as the reflection.
People wearing glasses of strong diopters are more problematic with the distortion.