DESIMONE

Photography

Founder Portraits

Founders, Executives, Leaders in business, hospitality and art.

One Image.

You don't need 50 options. You need a single definitive image.

Teams

Portraits that make a team page look like real people.

Gallery

Lookbooks, campaigns, the shoots with a concept.

My Approach

My approach to photography is the same as my approach to life.

Executive Branding

You bring the moment. I bring it into focus, then build it. Brand, website, and the AI running underneath it.

AI For Your Business

Where AI actually earns its keep, and where it just gets in the way.

Creative & AI Director, On Call

An on-call creative lead for your brand, site, and content. By the project, not a full-time hire.

Custom AI Apps + Tools (Coming Soon)

Custom AI tools for the one thing only your business does. Coming soon,

Studio Notes

Essays, case studies, and the occasional well-earned rant.

My Approach

My approach to photography is the same as my approach to life.

Recent Projects

A little bit of this. A little bit of that. Projects I did.

Selected Galleries

The full body of work, sorted so you can actually find things.

Contact Me

I love ideas of all shapes and sizes. Hit me up and tell me what's on your mind.

Case Study

A Face That Stays

How a single portrait reframed a founder’s public story.

Show Me

Blog

Notes

Everyone's talking about AI. Nobody's showing you what to actually do with it, or when to leave it alone. That's what these are about.

All

Art

Photography

Brand & Web

Personal

Business

Jan 4, 2026

Why Your Professional Headshot Looks Like AI Now (And What to Do About It)

AI can generate technically perfect headshots (that's the problem). When perfection is free, connection is the differentiator. Here's what actually works in 2026.

READ POST

About

Brian DeSimone is an Oakland-based portrait photographer serving San Francisco, Silicon Valley, and the Bay Area.

Specializing in executive headshots, founder portraits, corporate team photography, and editorial brand campaigns for startups, leaders, and creative businesses.

❤️

Studio

Home

Executive & Corporate

Editorial & Brand

One Image.

Contact

Explore

My Approach

The Journal

Gallery

Socials

Google Reviews

Yelp Reviews

Instagram

Threads

About

Brian DeSimone is an Oakland-based portrait photographer serving San Francisco, Silicon Valley, and the Bay Area.

Specializing in executive headshots, founder portraits, corporate team photography, and editorial brand campaigns for startups, leaders, and creative businesses.

❤️

Studio

Home

Executive & Corporate

Editorial & Brand

One Image.

Contact

Explore

My Approach

The Journal

Gallery

Socials

Google Reviews

Yelp Reviews

Instagram

Threads

About

Brian DeSimone is an Oakland-based portrait photographer serving San Francisco, Silicon Valley, and the Bay Area.

Specializing in executive headshots, founder portraits, corporate team photography, and editorial brand campaigns for startups, leaders, and creative businesses.

❤️

Studio

Home

Executive & Corporate

Editorial & Brand

One Image.

Contact

Explore

My Approach

The Journal

Gallery

Socials

Google Reviews

Yelp Reviews

Instagram

Threads