Second City Headshots

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 clea

r, 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.

Had the pleasure of photographing Stockapalooza! A fundraiser for a great cause, that I’m glad I got to learn about. The...
05/12/2026

Had the pleasure of photographing Stockapalooza!

A fundraiser for a great cause, that I’m glad I got to learn about. The Stock School sounds like an incredible place, and I heard many stories in my short time at this event.

Thank you for having me, and thanks to those that didn’t run when the camera was pointed at them!

Amy. One of the first people to ever pay me to take their headshot. Thank you Amy.
05/07/2026

Amy. One of the first people to ever pay me to take their headshot. Thank you Amy.

What you can’t see is him leaning over, arms behind his back, not great posture at all. But with a bit of cropping, and ...
04/22/2026

What you can’t see is him leaning over, arms behind his back, not great posture at all. But with a bit of cropping, and deciding what to show, you’d never know. Sometimes getting the most genuine look involves actual laughter. I was lucky enough to get that here, even though it meant the body positioning wasn’t ideal.

JC. My new hype man.
04/20/2026

JC. My new hype man.

Adriana. I can’t get over the blue, on blue, on blue, on blue!
04/16/2026

Adriana.

I can’t get over the blue, on blue, on blue, on blue!

Jono.
04/13/2026

Jono.

Having fun during your session is mandatory.
04/09/2026

Having fun during your session is mandatory.

Martin.
04/05/2026

Martin.

Kind of ironic how we worry about loose hairs, a blemish, or a bead of sweat… but this is the size your headshot is view...
03/14/2026

Kind of ironic how we worry about loose hairs, a blemish, or a bead of sweat… but this is the size your headshot is viewed for the most part. Most of these small details will never get noticed. But that doesn’t mean it’s not important to clean up!

The client sees their images much larger. This determines how they feel about the image, and even themselves to an extent. If all they can think about is pimple in the middle of their forehead, that doesn’t go away when other people view the image so small, and would never see it.

03/12/2026

Building walls… in the new studio!

Joyce.
02/24/2026

Joyce.

Address

1010 W 35th Street
Chicago, IL
60609

Telephone

+17732317372

Website

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