“I’m just not very photogenic” — everyone, ever
Hot take: people don't actually hate having their photo taken — they hate uncertainty. Not knowing how they look. Not knowing what to do with their hands. I give you just enough direction to feel natural, then get out of the way the second you feel comfortable. No forced smiles, no "chin up, shoulders back" catalog nonsense. Just you, looking like yourself on a good day.
Portraits for Authentic Humans
PORTRAITS & LIFESTYLE PHOTOGRAPHY
Awkward is the default. Let’s fix that.
Almost nobody walks into a session feeling photogenic, and that's fine — that's simply the starting point, not a problem to fix. I'll usually give you one or two simple prompts to break the ice, then step back and let real expression take over. Most of what ends up in your gallery happens in the thirty seconds after the posed shot, once you've stopped thinking about the camera.
This works whether you're here for a headshot, a family update, a couple's session, or just wanting decent photos of yourself for once. Different occasion, same approach: enough direction to feel steady, enough room for it to actually look like you.
None of this is a performance you have to get right. I'm not grading your smile or timing the "natural" moment for you — I'm just paying attention, staying ready, and taking the shot when it's actually there. If a pose feels stiff, we drop it. If you crack up mid-shot because this whole thing feels silly, that's usually the best frame of the whole session, not a blooper to delete.
“Jack made the whole experience so comfortable and fun! I’m not used to being in front of the camera, but he guided me with ease and made everything feel natural. He’s professional, creative, and great to work with. I will definitely be back :)"
— Merida Van Tyne
How It Works
1
Headshot, family update, couple's session, personal brand refresh. What it's for shapes everything else, from location to what to wear.
Tell Me The Occasion
2
Studio for clean, controlled headshots. Outdoor golden hour for something softer. I'll help you land on what fits how the photos will actually be used.
Pick Your Setting
3
A couple of prompts to start, then I let real moments take over. No forced smiles, no holding a pose.
Just Be YOU!
Portrait Packages
Quick photos, professional headshots, a couple, the whole family, or your entire team — pick what matches the occasion.
QUICK & EASY
The Shortie — $247
20–30 minutes on location
10+ professionally edited images
For a quick content boost or a simple, zero-fuss portrait
HEADSHOTS + PERSONAL BRAND
The Entrepreneur — $397
60 minutes, studio or on-location
20+ professionally edited images
LinkedIn, website, and portfolio-ready — multiple outfit changes welcome
MOST POPULAR
SPECIAL MOMENTS
Golden Hour — $547
60 minutes, outdoor golden hour
25+ professionally edited images
Low key engagements, beachside family shots, and maternity
SMALL BUSINESSES
Small Teams — $897
90 minutes on location
Individual headshots plus group shots, 40+ professionally edited images total
Built for small businesses, creative partnerships, and lean startups
CORPORATE
Big Teams — $1,597
On-site at your office
Individually edited headshot per person, consistent style and background across the whole team
More than 40 people? Quoted based on team size — reach out with the details.
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That's most people, honestly. I keep direction light and simple, and I'm not chasing a stiff, perfect smile — I'm chasing the moment right after you stop thinking about the camera. That's usually the best shot anyway.
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Yes, that's exactly what Headshots & Personal Brand is built for.
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Yes. Real family energy, not a forced lineup — I work with however your kids actually show up that day.
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Everyone gets their own individually edited headshot, shot with a consistent style and background across the group — so it looks cohesive on your team page without looking identical.
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No problem — let me know ahead of time and we'll figure out a quick add-on session for anyone who's out, so nobody's left off the team page.
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I bring a portable setup — just need a corner with decent space and light. No need to clear out a conference room.
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Your fully edited gallery lands in your inbox within 7 days, ready to download, share, and print.
Frequently Asked Questions
Not Sure Which Package Is For You?
No worries — that’s what a quick message is for. Tell me what you’re picturing and I’ll help you find the best time and spot for your shoot.
Planning A Family Shoot?
Read about the best time and place for beach portraits in San Diego.