Jason Ranalli Headshots

Should you wear glasses in your headshot? Part 1.

This is one of the questions I get asked most often.

My answer is pretty simple: if glasses are part of how people see you every day, then they should probably be part of your headshot too.

AI headshots are definitely shaking up the space. They won’t replace real sessions, but they are opening up new ways to explore styles and ideas at scale.

Curious what actually works best for you? DM me and see the difference for yourself.

Saw a video from Pete Coco Photography talking about a shoot where a photographer kept pushing a client to do more and more zany poses.

Honestly, I get it. And this is part of why people are turning to AI headshots. Clients are already self-conscious, and photography is already an investment… the last thing they need is feeling even more uncomfortable in the process.

Here’s my take and how I work around this.