Second City Headshots

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Second City Headshots Headshots you'll be proud of I can count on one hand the times a client got in front of my camera, and was excited to be there.

Maybe you’ve had a bad experience. Maybe you’re worried you’ll look stiff or not like yourself. That’s exactly why I started Second City Headshots: to create a simple, stress-free experience that results in headshots you’re actually proud to share. (And had a good time along the way)

Whether in studio or at your office/home, I'll crack a few bad jokes (you’ve been warned), and guide you with clear, specific direction so you’re never wondering what to do with your face or hands. The vibe is laid back, the lighting is flattering, and the whole process is quicker than you’d expect. Whether it’s one person or a full team, my goal is always the same: help you look and feel like the best version of yourself, without the awkwardness.

What I see. What they see. What you see.Swipe for the headshot. The part in between is the whole job: getting someone to...
10/15/2026

What I see. What they see. What you see.

Swipe for the headshot. The part in between is the whole job: getting someone to forget the camera for a second so the photo looks like them.

Photographed a lawyer this week who wanted to move away from her old, stiff headshot. The ask: look approachable, but st...
08/06/2026

Photographed a lawyer this week who wanted to move away from her old, stiff headshot. The ask: look approachable, but still look like someone who knows her stuff. That's a fun line to walk as a photographer.

08/03/2026

One of the best parts about getting your headshots done with me? You only need to worry about your outfit from the waist up!

I encourage my clients to be as comfortable as possible below the belt. Whether it is shorts, sweatpants, or even your favorite fuzzy slippers, we are all about making your headshot experience relaxed and enjoyable. Because when you are comfortable, your best self shines through.

Come experience a stress-free headshot session at our Chicago studio!

One of my favorite parts of doing headshots is finding out what people actually do for a living. Had a client this week ...
08/01/2026

One of my favorite parts of doing headshots is finding out what people actually do for a living. Had a client this week whose new headshot was the final step in a career coaching program she just finished. She works in convenience store slot machines. Never a dull day in this studio.

Sometimes corporate headshots aren’t glamorous. If the company doesn’t have a ton of space, you make it work! This job d...
07/30/2026

Sometimes corporate headshots aren’t glamorous. If the company doesn’t have a ton of space, you make it work!

This job did create some extra challenges because I photographed here before and mistakenly assumed everything would be the same. However, I was not in a storage room last time. 🤣

07/29/2026

What Not to wear for your headshot session.

there are certain scenarios where almost every rule can be broken, but as a general guideline, these are some things to avoid.

07/27/2026

At least the job was done!

07/24/2026

A big part of this job is solving problems on the fly, and this shoot was a good example of that. Not a disaster, not something out of the ordinary, just the kind of thing that comes up regularly when you're running a corporate headshot session. This video walks through what I was expecting going in and how it actually played out.

I'm Cameron, a headshot photographer in Chicago running Second City Headshots. This is a real look at the problem solving side of the job that doesn't always make it into the highlight reel.

A friend came to visit, wanted to see the studio. So naturally we did headshots.The difference when you already know som...
06/04/2026

A friend came to visit, wanted to see the studio. So naturally we did headshots.

The difference when you already know someone is immediate.

No warmup, no small talk to break the ice, no five minutes of convincing them to relax. We just started shooting and the genuine stuff was there from frame one.

It’s a reminder that what I’m actually trying to recreate with every client is that feeling of photographing someone you already know. Shot this one at the studio in Chicago.

We thought we were done. Had a good shot, called it. Then decided to switch it up one more time.This is what came out of...
05/26/2026

We thought we were done. Had a good shot, called it. Then decided to switch it up one more time.

This is what came out of that last round.

Shot this one at the studio in Chicago. Sometimes the best frame happens after you think you’re finished.

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1010 W 35th Street
Chicago, IL
60609

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