I came across this page the other day about makeup for headshots. Included below is the video that accompanied in the post.
While the video is geared towards actor headshots, I believe the same advice applies to corporate and small business headshots as well.
First, for women, try to work with a trusted hair and makeup artist or stylist. But if it’s not an option, it’s important be upfront and honest about any concerns you might have. Don't be shy.
Second, for men, it’s generally safe to bypass a makeup artist. It’s so easy to overdo makeup on men, which will create the need for more retouching after the session.
If you have more questions, don't hesitate to drop me a note.