Yes, you should update your photos. But also... scheduling? Paying someone? Figuring out what to wear?
This is way easier.
You just take your current headshot (or even a decent selfie), find some outfits online, and add all of the images you would like to use to your board.
Want to look polished for luxury clients? Done.
Need something warm and friendly for your Instagram? Easy.
These are just generations; now the fun part is creating the marketing. I'll have an update post coming soon for this.