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Portraits for Seriously Fun People

Saturday, July 12, 2025
12:00pm-3:00pm at
The Lincoln Lodge
in Chicago, IL

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Lights, camera, personality. These portrait sessions are designed for comedians, drag artists, and bold performers who are ready to upgrade their promo game with vibrant, high-impact images.

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Let’s create something vivid, powerful, and totally you at the creative hub that fuels Chicago's artistic scene.

Exclusive Portrait Packages at the Lincoln Lodge

The Tight Five

 

15-minutes | 1 Retouched Portrait | $125

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Need one sharp, professional image that books the gig and makes you look like the pro you are? The Tight Five gives you a quick, powerful photo without taking up your whole day.

 

Book The Tight Five

The Featured Set

 

30-minutes | 3 Retouched Portraits | $250

 

With time to show off multiple looks or vibes, The Feature Set is perfect for performers who want variety. You’ll leave with a set of scroll-stopping portraits for social, press, and promo.

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Book The Featured Set

The Headliner Series

 

45-minutes | 2 Looks | 5 Retouched Portraits | $375

 

This session is for performers who want it all: wardrobe changes, multiple setups, and a full suite of promotional images to build a brand that books. High impact, high versatility, and all about you.

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Book The Headliner Series

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FAQ

We get it—you’re busy rehearsing, performing, and making people laugh and cheer. Here’s everything you need to know to make your portrait session at The Lincoln Lodge smooth, stress-free, and seriously fun.
 

Q: How do I book a session?

A: You can reserve your portrait session online through our booking page. Spots are limited and tend to fill faster than a front-row seat on showcase night—so don’t wait!

 

Q: Can I walk in and book a session the day of?

A: Walk-ins won’t be available, but online booking stays open until the day of the shoot or until all slots are filled. Booking early gives you the best shot at your ideal time.

 

Q: What if I need to cancel or reschedule?

A: You can cancel for a full refund or reschedule (pending availability) up to 72 hours in advance. After that, sessions are non-refundable—but you’re welcome to transfer your slot to another performer if something comes up.

 

Q: Where will the sessions take place?

A: All portraits will be taken at The Lincoln Lodge (2040 N Milwaukee Ave, Chicago).

 

Q: When should I arrive?

A: Please arrive 10–15 minutes early to check in, freshen up, and get settled. This helps us keep the day running on schedule and gives you a moment to shake off any nerves.

 

Q: What styles of portraits can I choose from?

A: Whatever feels most you. From clean, classic headshots to expressive, theatrical portraits, each session is customized to capture your unique energy—whether it’s bold, moody, playful, or fierce.

 

Q: Can I bring props or costume pieces?

A: 100% yes. Wigs, fans, boas, mic stands, clown noses—whatever helps tell your story is encouraged. Longer sessions are ideal if you plan to bring props or change looks.

 

Q: What should I wear?

A: Wear something that reflects your stage persona or personal brand. Solid colors, fun textures, and layers work great. Avoid overly busy patterns, and feel free to bring a second look if you’ve booked The Quick Change or The Headliner.

 

Q: How do I choose my final images?

A: After your session, you’ll receive a private proof gallery to select your favorites. Once you’ve made your choices, I’ll deliver professionally retouched images straight to your inbox.

 

Q: When will I get my final photos?

A: You’ll receive your proof gallery within 5 business days. Final retouched images are typically delivered 7–10 days after you’ve made your selections.

 

Q: How can I use my photos?

A: Your session includes a non-commercial print release—perfect for websites, show posters, submissions, social media, and any self-promo magic you’re working on.

 

Q: Can I purchase extra images?

A: Totally! Additional retouched images are $45 each, and you can add more after you receive your proof gallery.

 

Still have questions?

Reach out anytime at hello@trainmanphotography.com. Let’s make your next promo image as unforgettable as your performance.

Don’t Miss the Train(man)!
These sessions fill up fast. Your next favorite photo is just a click away.

The Tight Five

$125

15-minutes

1 Retouched Portrait

The Featured Set

$250

30-minutes

3 Retouched Portraits

The Headliner Series

$375

45-minutes

5 Retouched Portraits

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