◈ Homepage — http://www.briandesimone.com/BRIAN DESIMONE Home Gallery Gallery For Leaders For Leaders One Image One Image Approach Approach Contact Contact Start Project Start Project Oh, hi. Executive & Editorial Photography in the San Francisco Bay Area DESIMONE Ready For The Boardroom. Ready For The Billboard. Explore About I photograph leaders whose ambition has finally outgrown their image. Founders and brand campaigns. Editorial features and executive portraits. Polished enough for the boardroom. But human enough to connect with. Twenty years in luxury hospitality taught me to read a room and handle big personalities under immense pressure. Your CEO doesn’t scare me. They're probably just nervous. I got this. Based in Oakland. Serving the San Francisco Bay Area. Services Executive & Founder Portraits For founders, consultants, and leaders whose face is doing business development while they sleep. Executive Headshots Teams & Corporate Founder Media Kits Editorial Brand Shoots For brands and publications that need images felt, not just seen. Campaigns, covers, and visual storytelling. Creative Direction Lifestyle & Editorial Lookbooks & Ads Annie Jean-Baptiste Testimonials The photo shoot was a blast, and I felt immediately at ease. It's a true testament of Brian's creative genius that he can bring out the best in a diversity of subjects as he does. GOOGLE Global Product Inclusion Evangelist & Senior Strategist Selected Galleries Boardrooms, Brands, and Billboards. Editorial Portraits Founders & Leadership Brand & Lifestyle Campaign & Commercial “He's a master of his craft, a kind and hilarious and wonderful person...” ”Brian is absolutely amazing. He's a master of his craft, a kind and hilarious and wonderful person, and a total artist soul.” Geena Chen, Artist + Designer “He Brings Out the Best in a Diversity of Subjects” “The photo shoot was a blast, and I felt immediately at ease. It’s a true testament to Brian’s creative genius that he can bring out the best in a diversity of subjects as he does.” Annie Jean -Baptiste, Google “Brian Has Nothing But Five-Star Reviews for a Reason” "You pay for what you get, and with Brian you get excellent photos that will set you apart from everyone else. Brian Has Nothing But Five-Star Reviews for a Reason" Jeremy Castro Law, CEO “Brian Exceeded My Expectations in Every Aspect” “From the moment we initiated the project, Brian demonstrated an unparalleled level of patience and professionalism. Brian Exceeded My Expectations in Every Aspect.” Hantz Févre, Stoovo, CEO “His studio Is really nice and welcoming - great energy. He knows his art and work” “His studio Is really nice and welcoming - great energy. He knows his art and work” Nadé Bozhinova Let’s Connect Recent Thoughts All News All News Read More Read More Jan 17, 2026 Your Brand & Team Photoshoot Guide: Show Up Prepared, Look Your Best Read More Read More Nov 1, 2025 The Image That Started Everything Read More Read More Jan 4, 2026 Why Your Professional Headshot Looks Like AI Now (And What to Do About It) © Damn your hair looks good today! 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 Home Executive & Corporate Executive & Corporate Editorial & Brand Editorial & Brand One Image. One Image. Contact Contact Explore My Approach My Approach The Journal The Journal Gallery Gallery Licensing Licensing Socials Google Reviews Google Reviews Yelp Reviews Yelp Reviews Instagram Instagram Threads Threads LinkedIn LinkedIn ◈ Interior Pages — 14 pages crawledDESIMONE | Executive Portraits. Editorial Standards. BRIAN DESIMONE Home Gallery Gallery For Leaders For Leaders One Image One Image Approach Approach Contact Contact Start Project Start Project BRIAN DESIMONE Home Gallery Gallery For Leaders For Leaders One Image One Image Approach Approach Contact Contact Start Project Start Project BRIAN DESIMONE Go Home 🏡 Menu Close E x e c u t i v e P o r t r a i t s E d i t o r i a l A u t h o r i t y The executive shot gets you in the room. The editorial shot makes them glad you're there. The executive shot gets you in the room. The editorial shot makes them glad you're there. About At your level, looking professional is table-stakes. Personality is the differentiator. At your level, looking professional is table-stakes. Personality is the differentiator. A typical headshot optimizes for safety. I optimize for resonance (the warmth that makes people actually want to connect with you). And since you aren't one-dimensional, we’ll capture both: The Executive Portrait : Polished, grounded, boardroom-ready. The one the investors want to see. The Editorial Portrait : The image people actually remember. The laugh. The look. The moment your guard came down. ( This is the image that makes someone want to meet you.) Trust starts when you show the world you are secure enough to stop performing. A typical headshot optimizes for safety. I optimize for resonance (the warmth that makes people actually want to connect with you). And since you aren't one-dimensional, we’ll capture both: The Executive Portrait : Polished, grounded, boardroom-ready. The one the investors want to see. The Editorial Portrait : The image people actually remember. The laugh. The look. The moment your guard came down. ( This is the image that makes someone want to meet you.) Trust starts when you show the world you are secure enough to stop performing. A typical headshot optimizes for safety. I optimize for resonance (the warmth that makes people actually want to connect with you). And since you aren't one-dimensional, we’ll capture both: The Executive Portrait : Polished, grounded, boardroom-ready. The one the investors want to see. The Editorial Portrait : The image people actually remember. The laugh. The look. The moment your guard came down. ( This is the image that makes someone want to meet you.) Trust starts when you show the world you are secure enough to stop performing. Testimonial Beyond his obvious creative talent … Brian took what could have been an uncomfortable situation and made it fun! Beyond his obvious creative talent … Brian took what could have been an uncomfortable situation and made it fun! WELLS FARGO Vice President, Interactive & Motion Design WELLS FARGO Vice President, Interactive & Motion Design Brandon Eversole “He's a master of his craft, a kind and hilarious and wonderful person...” ”Brian is absolutely amazing. He's a master of his craft, a kind and hilarious and wonderful person, and a total artist soul.” Geena Chen, Artist + Designer “He Brings Out the Best in a Diversity of Subjects” “The photo shoot was a blast, and I felt immediately at ease. It’s a true testament to Brian’s creative genius that he can bring out the best in a diversity of subjects as he does.” Annie Jean -Baptiste, Google “Brian Has Nothing But Five-Star Reviews for a Reason” "You pay for what you get, and with Brian you get excellent photos that will set you apart from everyone else. Brian Has Nothing But Five-Star Reviews for a Reason" Jeremy Castro Law, CEO “Brian Exceeded My Expectations in Every Aspect” “From the moment we initiated the project, Brian demonstrated an unparalleled level of patience and professionalism. Brian Exceeded My Expectations in Every Aspect.” Hantz Févre, Stoovo, CEO “His studio Is really nice and welcoming - great energy. He knows his art and work” “His studio Is really nice and welcoming - great energy. He knows his art and work” Nadé Bozhinova “He's a master of his craft, a kind and hilarious and wonderful person...” ”Brian is absolutely amazing. He's a master of his craft, a kind and hilarious and wonderful person, and a total artist soul.” Geena Chen, Artist + Designer “He Brings Out the Best in a Diversity of Subjects” “The photo shoot was a blast, and I felt immediately at ease. It’s a true testament to Brian’s creative genius that he can bring out the best in a diversity of subjects as he does.” Annie Jean -Baptiste, Google “Brian Has Nothing But Five-Star Reviews for a Reason” "You pay for what you get, and with Brian you get excellent photos that will set you apart from everyone else. Brian Has Nothing But Five-Star Reviews for a Reason" Jeremy Castro Law, CEO “Brian Exceeded My Expectations in Every Aspect” “From the moment we initiated the project, Brian demonstrated an unparalleled level of patience and professionalism. Brian Exceeded My Expectations in Every Aspect.” Hantz Févre, Stoovo, CEO “His studio Is really nice and welcoming - great energy. He knows his art and work” “His studio Is really nice and welcoming - great energy. He knows his art and work” Nadé Bozhinova “He's a master of his craft, a kind and hilarious and wonderful person...” ”Brian is absolutely amazing. He's a master of his craft, a kind and hilarious and wonderful person, and a total artist soul.” Geena Chen, Artist + Designer “He Brings Out the Best in a Diversity of Subjects” “The photo shoot was a blast, and I felt immediately at ease. It’s a true testament to Brian’s creative genius that he can bring out the best in a diversity of subjects as he does.” Annie Jean -Baptiste, Google “Brian Has Nothing But Five-Star Reviews for a Reason” "You pay for what you get, and with Brian you get excellent photos that will set you apart from everyone else. Brian Has Nothing But Five-Star Reviews for a Reason" Jeremy Castro Law, CEO “Brian Exceeded My Expectations in Every Aspect” “From the moment we initiated the project, Brian demonstrated an unparalleled level of patience and professionalism. Brian Exceeded My Expectations in Every Aspect.” Hantz Févre, Stoovo, CEO “His studio Is really nice and welcoming - great energy. He knows his art and work” “His studio Is really nice and welcoming - great energy. He knows his art and work” Nadé Bozhinova Pricing E n g a g e m e n t O p t i o n s Professional gets you the meeting. Character closes the deal. You need both. The Founder Media Kit Media Kit $5500 For founders and business owners scaling their brand. This is not just a photoshoot; it is a comprehensive visual rebrand designed to carry your business narrative for the next 18-24 months. The Scope: Creative Direction: Deep-dive consultation to build a visual language that matches your ambition. The Production: Half-Day (Studio + On-Site) to capture the full range: polished studio portraits and authentic in-action lifestyle. The Anchor Assets: 6 High-end retouched portraits or office lifestyle images for your permanent footprint (Website, Press, Book). The Content Engine: 30+ Color-graded files to solve your daily content needs. A consistent visual narrative for social volume. The Direction: Wardrobe consulting and on-set performance direction to ensure you look effortless. The License: Comprehensive Brand & Press Licensing. Start a Project Start a Project The Executive & Editorial Session $2400 Stop choosing between "safe" and "memorable." We capture both: the polished executive shot that satisfies stakeholders, and the editorial shot that makes your audience actually want to connect with you. The Scope: Narrative Strategy: We start by diagnosing the gap between how you're seen now and how you need to be known. The Experience: 1-2 hours of directed ease in my Oakland studio.. I manage the energy so you don't have to perform. 3 Definitive Portraits: A mix of executive and editorial style portraits, tailored to how you need to show up. The License: Unlimited Personal Brand Use. (Web, Social, Press). Check Avail Founders & Leadership | Photography by DESIMONE BRIAN DESIMONE Home Gallery Gallery For Leaders For Leaders One Image One Image Approach Approach Contact Contact Start Project Start Project BRIAN DESIMONE Home Gallery Gallery For Leaders For Leaders One Image One Image Approach Approach Contact Contact Start Project Start Project BRIAN DESIMONE Go Home 🏡 Menu Close See Gallery Selected Works Founders & Leadership Polished enough for the boardroom. Human enough to be remembered. Executive portraits for founders and leaders who've outgrown their corporate image Selected Works Founders & Leadership Polished enough for the boardroom. Human enough to be remembered. Executive portraits for founders and leaders who've outgrown their corporate image N e x t G a l l e r y N e x t G a l l e r y © Damn your hair looks good today! 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 Home Executive & Corporate Executive & Corporate Editorial & Brand Editorial & Brand One Image. One Image. Contact Contact Explore My Approach My Approach The Journal The Journal Gallery Gallery Licensing Licensing Socials Google Reviews Google Reviews Yelp Reviews Yelp Reviews Instagram Instagram Threads Threads LinkedIn LinkedIn © Damn your hair looks good today! 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 Home Executive & Corporate Executive & Corporate Editorial & Brand Editorial & Brand One Image. One Image. Contact Contact Explore My Approach My Approach The Journal The Journal Gallery Gallery Licensing Licensing Socials Google Reviews Google Reviews Yelp Reviews Yelp Reviews Instagram Instagram Threads Threads LinkedIn LinkedIn © Damn your hair looks good today! 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 Home Executive & Corporate Executive & Corporate Editorial & Brand Editorial & Brand One Image. One Image. Contact Contact Explore My Approach My Approach The Journal The Journal Gallery Gallery Licensing Licensing Socials Google Reviews Google Reviews Yelp Reviews Yelp Reviews Instagram Instagram Threads Threads LinkedIn LinkedIn The Image That Started Everything | DESIMONE BRIAN DESIMONE Home Gallery Gallery For Leaders For Leaders One Image One Image Approach Approach Contact Contact Start Project Start Project BRIAN DESIMONE Home Gallery Gallery For Leaders For Leaders One Image One Image Approach Approach Contact Contact Start Project Start Project BRIAN DESIMONE Go Home 🏡 Menu Close Read Post Nov 1, 2025 The Image That Started Everything The Image That Started Everything The Image That Started Everything Personal Personal Photography Photography I didn't set out to define my entire approach with one image. But looking back, that's sorta what happened. It started at a kids' music camp in Oakland called Mr. D's Music School. Every summer they bring in professionals to show the kids what they do. I thought it'd be fun to bring my portrait setup and let them try it—some pressing the shutter, others sitting in the hot seat. The main thing I taught them: how to engage your subject to get a real expression. When a young girl named Eboni sat down in front of my lights, I positioned myself behind the camera with about 20 kids behind me. They all started screaming, shouting, doing whatever they could to make her laugh. And she did—this huge, open-mouthed smile with pure joy radiating off her face. I didn't fully realize what I'd captured until I got home and saw it on my big screen. The energy was undeniable and it was resonant . I could feel it vibrating off the screen in a way I'd never experienced with my own work before. I spoke with her mother, Taniya, and told her I'd shot something special. I wasn't sure where it would end up, but I knew it was going to matter. Naturally, she was skeptical at first because she didn't know me yet. Why was I so certain? But we met, I shared some more of my work. I explained what was just intuition at the time and she ultimately trusted me. She signed the model release and said she wanted to come along for whatever happened next. What happened next: I entered the image in Oakland's HHREC Health Through Art competition . A challenge to create a two dimentional piece of art that promoted mental health, positivity, empowerment. I used this image and the words "Live Pure Joy". It won first place. Got printed on the back of 50 buses across Oakland and Alameda County. Circulated through government buildings and galleries for two years. But the real win took me seven years to recognize. That image was my first editorial character portrait. Before I had a name for it. Before I understood why it worked. Before I built my entire practice around the same principle. It wasn't polished. It wasn't corporate. It was human a real human moment, curated with intention. The kind of image that doesn't just represent someone. It makes you want to meet them. Taniya loved it so much she ended up booking a full session for herself and Eboni , who was pursuing acting at the time. That was just the beginning of our friendship. They've since moved away, but we still talk on the phone. Seven years later, there's still a bond built around that one photograph. "Live Pure Joy" was proof of concept before I knew what I was proving. Brian DeSimone is an executive and editorial portrait photographer based in Oakland, California. With a background in hospitality and over two decades behind the camera, he's photographed hundreds of founders, C-suite executives, and creative teams throughout San Francisco, Silicon Valley, and the Bay Area. His specialty: directing people who aren't used to being directed, and making it look natural. Corporate portraits, teams and executive headshots that are polished enough for the boardroom, human enough to be remembered. Author Brian DeSimone Executive & editorial portrait photographer for the San Francisco Bay Area. Helping founders and creative directors move beyond 'safe' headshots to create high-value, human resonant portraits that actually get remembered. R e l a t e d N e w s All News All News Read More Read More Jan 17, 2026 Your Brand & Team Photoshoot Guide: Show Up Prepared, Look Your Best Read More Read More Jan 17, 2026 Your Brand & Team Photoshoot Guide: Show Up Prepared, Look Your Best Read More Read More Nov 1, 2025 The Image That Started Everything Read More Read More Nov 1, 2025 The Image That Started Everything Read More Read More Jan 4, 2026 Why Your Professional Headshot Looks Like AI Now (And What to Do About It) Read More Read More Jan 4, 2026 Why Your Professional Headshot Looks Like AI Now (And What to Do About It) Read More Read More Jan 17, 2026 Your Brand & Team Photoshoot Guide: Show Up Prepared, Look Your Best Read More Read More Nov 1, 2025 The Image That Started Everything © Damn your hair looks good today! 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 Home Executive & Corporate Executive & Corporate Editorial & Brand Editorial & Brand One Image. One Image. Contact Contact Explore My Approach My Approach The Journal The Journal Gallery Gallery Licensing Licensing Socials Google Reviews Google Reviews Yelp Reviews Yelp Reviews Instagram Instagram Threads Threads LinkedIn LinkedIn © Damn your hair looks good today! 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 Home Executive & Corporate Executive & Corporate Editorial & Brand Editorial & Brand One Image. One Image. Contact Contact Explore My Approach My Approach The Journal The Journal Gallery Gallery Licensing Licensing Socials Google Reviews Google Reviews Yelp Reviews Yelp Reviews Instagram Instagram Threads Threads LinkedIn LinkedIn © Damn your hair looks good today! 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 Home Executive & Corporate Executive & Corporate Editorial & Brand Editorial & Brand One Image. One Image. Contact Contact Explore My Approach My Approach The Journal The Journal Gallery Gallery Licensing Licensing Socials Google Reviews Google Reviews Yelp Reviews Yelp Reviews Instagram Instagram Threads Threads LinkedIn LinkedIn Campaign & Commercial | Photography by DESIMONE BRIAN DESIMONE Home Gallery Gallery For Leaders For Leaders One Image One Image Approach Approach Contact Contact Start Project Start Project BRIAN DESIMONE Home Gallery Gallery For Leaders For Leaders One Image One Image Approach Approach Contact Contact Start Project Start Project BRIAN DESIMONE Go Home 🏡 Menu Close See Gallery Selected Works Campaign & Commercial Bold choices and cinematic lighting built around mood and character. For national campaigns, album art, and editorial features where the image needs to be felt, not just seen. Selected Works Campaign & Commercial Bold choices and cinematic lighting built around mood and character. For national campaigns, album art, and editorial features where the image needs to be felt, not just seen. N e x t G a l l e r y N e x t G a l l e r y © Damn your hair looks good today! 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 Home Executive & Corporate Executive & Corporate Editorial & Brand Editorial & Brand One Image. One Image. Contact Contact Explore My Approach My Approach The Journal The Journal Gallery Gallery Licensing Licensing Socials Google Reviews Google Reviews Yelp Reviews Yelp Reviews Instagram Instagram Threads Threads LinkedIn LinkedIn © Damn your hair looks good today! 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 Home Executive & Corporate Executive & Corporate Editorial & Brand Editorial & Brand One Image. One Image. Contact Contact Explore My Approach My Approach The Journal The Journal Gallery Gallery Licensing Licensing Socials Google Reviews Google Reviews Yelp Reviews Yelp Reviews Instagram Instagram Threads Threads LinkedIn LinkedIn © Damn your hair looks good today! 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 Home Executive & Corporate Executive & Corporate Editorial & Brand Editorial & Brand One Image. One Image. Contact Contact Explore My Approach My Approach The Journal The Journal Gallery Gallery Licensing Licensing Socials Google Reviews Google Reviews Yelp Reviews Yelp Reviews Instagram Instagram Threads Threads LinkedIn LinkedIn Brand & Lifestyle | Photography by DESIMONE BRIAN DESIMONE Home Gallery Gallery For Leaders For Leaders One Image One Image Approach Approach Contact Contact Start Project Start Project BRIAN DESIMONE Home Gallery Gallery For Leaders For Leaders One Image One Image Approach Approach Contact Contact Start Project Start Project BRIAN DESIMONE Go Home 🏡 Menu Close See Gallery Selected Works Brand & Lifestyle From the founder portrait to the full brand story. On-location imagery that captures your environment, your process, and your people. Selected Works Brand & Lifestyle From the founder portrait to the full brand story. On-location imagery that captures your environment, your process, and your people. N e x t G a l l e r y N e x t G a l l e r y © Damn your hair looks good today! 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 Home Executive & Corporate Executive & Corporate Editorial & Brand Editorial & Brand One Image. One Image. Contact Contact Explore My Approach My Approach The Journal The Journal Gallery Gallery Licensing Licensing Socials Google Reviews Google Reviews Yelp Reviews Yelp Reviews Instagram Instagram Threads Threads LinkedIn LinkedIn © Damn your hair looks good today! 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 Home Executive & Corporate Executive & Corporate Editorial & Brand Editorial & Brand One Image. One Image. Contact Contact Explore My Approach My Approach The Journal The Journal Gallery Gallery Licensing Licensing Socials Google Reviews Google Reviews Yelp Reviews Yelp Reviews Instagram Instagram Threads Threads LinkedIn LinkedIn © Damn your hair looks good today! 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 Home Executive & Corporate Executive & Corporate Editorial & Brand Editorial & Brand One Image. One Image. Contact Contact Explore My Approach My Approach The Journal The Journal Gallery Gallery Licensing Licensing Socials Google Reviews Google Reviews Yelp Reviews Yelp Reviews Instagram Instagram Threads Threads LinkedIn LinkedIn DESIMONE | Executive & Editorial Portrait Photographer Oakland SF BRIAN DESIMONE Home Gallery Gallery For Leaders For Leaders One Image One Image Approach Approach Contact Contact Start Project Start Project BRIAN DESIMONE Home Gallery Gallery For Leaders For Leaders One Image One Image Approach Approach Contact Contact Start Project Start Project BRIAN DESIMONE Go Home 🏡 Menu Close O h , h i . Executive & Editorial Photography in the San Francisco Bay Area Executive & Editorial Photography in the San Francisco Bay Area DESIMONE DESIMONE Ready For The Boardroom. Ready For The Billboard. DESIMONE Executive & Editorial Photography in the San Francisco Bay Area DESIMONE Ready For The Boardroom. Ready For The Billboard. DESIMONE Explore About I photograph leaders whose ambition has finally outgrown their image. Founders and brand campaigns. Editorial features and executive portraits. Polished enough for the boardroom. But human enough to connect with. Twenty years in luxury hospitality taught me to read a room and handle big personalities under immense pressure. Your CEO doesn’t scare me. They're probably just nervous. I got this. Based in Oakland. Serving the San Francisco Bay Area. I photograph leaders whose ambition has finally outgrown their image. Founders and brand campaigns. Editorial features and executive portraits. Polished enough for the boardroom. But human enough to connect with. Twenty years in luxury hospitality taught me to read a room and handle big personalities under immense pressure. Your CEO doesn’t scare me. They're probably just nervous. I got this. Based in Oakland. Serving the San Francisco Bay Area. I photograph leaders whose ambition has finally outgrown their image. Founders and brand campaigns. Editorial features and executive portraits. Polished enough for the boardroom. But human enough to connect with. Twenty years in luxury hospitality taught me to read a room and handle big personalities under immense pressure. Your CEO doesn’t scare me. They're probably just nervous. I got this. Based in Oakland. Serving the San Francisco Bay Area. Services Executive & Founder Portraits For founders, consultants, and leaders whose face is doing business development while they sleep. Executive Headshots Teams & Corporate Founder Media Kits Executive & Founder Portraits For founders, consultants, and leaders whose face is doing business development while they sleep. Executive Headshots Teams & Corporate Founder Media Kits Executive & Founder Portraits For founders, consultants, and leaders whose face is doing business development while they sleep. Executive Headshots Teams & Corporate Founder Media Kits Editorial Brand Shoots For brands and publications that need images felt, not just seen. Campaigns, covers, and visual storytelling. Creative Direction Lifestyle & Editorial Lookbooks & Ads Editorial Brand Shoots For brands and publications that need images felt, not just seen. Campaigns, covers, and visual storytelling. Creative Direction Lifestyle & Editorial Lookbooks & Ads Editorial Brand Shoots For brands and publications that need images felt, not just seen. Campaigns, covers, and visual storytelling. Creative Direction Lifestyle & Editorial Lookbooks & Ads Annie Jean-Baptiste Testimonials The photo shoot was a blast, and I felt immediately at ease . It's a true testament of Brian's creative genius that he can bring out the best in a diversity of subjects as he does. The photo shoot was a blast, and I felt immediately at ease . It's a true testament of Brian's creative genius that he can bring out the best in a diversity of subjects as he does. GOOGLE Global Product Inclusion Evangelist & Senior Strategist GOOGLE Global Product Inclusion Evangelist & Senior Strategist GOOGLE Global Product Inclusion Evangelist & Senior Strategist S e l e c t e d G a l l e r i e s G a l l e r i e s Boardrooms, Brands, and Billboards. Editorial Portraits Editorial Portraits Founders & Leadership Founders & Leadership Brand & Lifestyle Brand & Lifestyle Campaign & Commercial Campaign & Commercial “He's a master of his craft, a kind and hilarious and wonderful person...” ”Brian is absolutely amazing. He's a master of his craft, a kind and hilarious and wonderful person, and a total artist soul.” Geena Chen, Artist + Designer “He Brings Out the Best in a Diversity of Subjects” “The photo shoot was a blast, and I felt immediately at ease. It’s a true testament to Brian’s creative genius that he can bring out the best in a diversity of subjects as he does.” Annie Jean -Baptiste, Google “Brian Has Nothing But Five-Star Reviews for a Reason” "You pay for what you get, and with Brian you get excellent photos that will set you apart from everyone else. Brian Has Nothing But Five-Star Reviews for a Reason" Jeremy Castro Law, CEO “Brian Exceeded My Expectations in Every Aspect” “From the moment we initiated the project, Brian demonstrated an unparalleled level of patience and professionalism. Brian Exceeded My Expectations in Every Aspect.” Hantz Févre, Stoovo, CEO “His studio Is really nice and welcoming - great energy. He knows his art and work” “His studio Is really nice and welcoming - great energy. He knows his art and work” Nadé Bozhinova “He's a master of his craft, a kind and hilarious and wonderful person...” ”Brian is absolutely amazing. He's a master of his craft, a kind and hilarious and wonderful person, and a total artist soul.” Geena Chen, Artist + Designer “He Brings Out the Best in a Diversity of Subjects” “The photo shoot was a blast, and I felt immediately at ease. It’s a true testament to Brian’s creative genius that he can bring out the best in a diversity of subjects as he does.” Annie Jean -Baptiste, Google “Brian Has Nothing But Five-Star Reviews for a Reason” "You pay for what you get, and with Brian you get excellent photos that will set you apart from everyone else. Brian Has Nothing But Five-Star Reviews for a Reason" Jeremy Castro Law, CEO “Brian Exceeded My Expectations in Every Aspect” “From the moment we initiated the project, Brian demonstrated an unparalleled level of patience and professionalism. Brian Exceeded My Expectations in Every Aspect.” Hantz Févre, Stoovo, CEO “His studio Is really nice and welcoming - great energy. He knows his art and work” “His studio Is really nice and welcoming - great energy. He knows his art and work” Nadé Bozhinova “He's a master of his craft, a kind and hilarious and wonderful person...” ”Brian is absolutely amazing. He's a master of his craft, a kind and hilarious and wonderful person, and a total artist soul.” Geena Chen, Artist + Designer “He Brings Out the Best in a Diversity of Subjects” “The photo shoot was a blast, and I felt immediately at ease. It’s a true testament to Brian’s creative genius that he can bring out the best in a diversity of subjects as he does.” Annie Jean -Baptiste, Google “Brian Has Nothing But Five-Star Reviews for a Reason” "You pay for what you get, and with Brian you get excellent photos that will set you apart from everyone else. Brian Has Nothing But Five-Star Reviews for a Reason" Jeremy Castro Law, CEO “Brian Exceeded My Expectations in Every Aspect” “From the moment we initiated the project, Brian demonstrated an unparalleled level of patience and professionalism. Brian Exceeded My Expectations in Every Aspect.” Hantz Févre, Stoovo, CEO “His studio Is really nice and welcoming - great energy. He knows his art and work” “His studio Is really nice and welcoming - great energy. He knows his art and work” Nadé Bozhinova L e t ’ s L e t ’ s L e t ’ s C o n n e c t R e c e n t T h o u g h t s All News All News Read More Read More Jan 17, 2026 Your Brand & Team Photoshoot Guide: Show Up Prepared, Look Your Best Read More Read More Nov 1, 2025 The Image That Started Everything Read More Read More Jan 4, 2026 Why Your Why Your Professional Headshot Looks Like AI Now (And What to Do About It) | DESIMONE BRIAN DESIMONE Home Gallery Gallery For Leaders For Leaders One Image One Image Approach Approach Contact Contact Start Project Start Project BRIAN DESIMONE Home Gallery Gallery For Leaders For Leaders One Image One Image Approach Approach Contact Contact Start Project Start Project BRIAN DESIMONE Go Home 🏡 Menu Close Read Post Jan 4, 2026 Why Your Professional Headshot Looks Like AI Now (And What to Do About It) Why Your Professional Headshot Looks Like AI Now (And What to Do About It) Why Your Professional Headshot Looks Like AI Now (And What to Do About It) a.i. a.i. Photography Photography Business Business For years, "safe" was smart strategy for headshots and executive portraits. Clean background. Even lighting. Pleasant expression. Nothing that could possibly work against you. Now that same formula works against everyone — because AI mastered it overnight. Why did safe headshots stop working? AI learned professional photography by studying millions of images. It absorbed every rule: proper exposure, flattering angles, neutral expressions, corporate-appropriate styling. It can now generate technically flawless executive headshots faster and cheaper than any photographer. The result: technical perfection became the floor, not the ceiling. When everyone's headshot hits the same standard of polished professionalism, none of them stand out. Your carefully crafted image blends into a sea of equally careful images. Safe became synonymous with forgettable. And forgettable is expensive when you're trying to attract clients, investors, or opportunities. What do Silicon Valley founders actually need from a headshot now? Connection. Not just recognition. There's a difference. Recognition confirms you exist: "I've seen this person's face before." Connection sparks something: "I want to meet this person." Most executive and corporate headshots optimize for recognition. They communicate competence, professionalism, approachability — all valuable signals. But they rarely trigger the deeper response: I trust this person. I'd want to work with them. I feel like I'm seeing who they actually are. The founders and executives I work with in San Francisco and Silicon Valley have started asking different questions. Not "does this look professional?" but "does this make someone want to reach out?" That's a fundamental shift. What creates connection in a portrait? The experience someone is having with the photographer. That's the real answer. When you feel comfortable, safe, and genuinely enjoying the process, your guard drops — and that's when something real shows up. After almost 2 decades behind the camera, I've learned the images that land aren't the ones where everything went technically perfect. They're the ones where something real and genuine was happening in the room. The in-between moments: The half-second before the professional smile locks in The laugh that escaped when you weren't “ready” The flicker of genuine thought crossing your face What actually makes an image work: When I see it on screen, it creates a deep human reaction or feeling in me — emotional, not analytical It feels endearing, charming, or authentically fun — depending on what you need to communicate It makes me connect with your human spirit first and want to meet you, even though I already have I still bring technical craft to every shoot — precise lighting, editorial color grading, thoughtful retouching. That foundation matters. But I've shifted my focus to what happens between the frames everyone expects. How do you get an in-between moment on purpose? You don't. That's the point. What you can do is create the conditions for it. This is where the photographer matters more than the camera. Reading the room. Knowing when to direct and when to step back. Managing the energy so the person in front of the lens can stop performing and start being present. I manage the energy. That's the job. Most people freeze when lights and lenses point at them. They armor up, default to a rehearsed expression, become a version of themselves they think they should be. Getting past that armor — earning the real moment — requires skill that AI can't replicate because AI isn't in the room. What should you actually look for in an executive portrait photographer? Ask to see the images with character , not just the headshots. Any competent photographer can deliver the boardroom-appropriate image. A.i. can create one in 30 seconds. The question is whether they can also capture the moment that creates connection — and whether they understand why that matters now more than it did five years ago. The best executive portraits in 2026 do both. They're polished enough for the professional context, human enough to cut through the noise. They check the box and they move the needle. I like the phrase "polished enough for the boardroom. Human enough to be remembered." That's not a contradiction. It's the whole point. Frequently Asked Questions How much does an executive portrait session cost in San Francisco? Executive portrait sessions in San Francisco and the Bay Area typically range from $1,500 to $3,500, depending on scope, location, and usage rights. This includes professional lighting, editorial-quality retouching, and both boardroom-appropriate and character portraits. What's the difference between a headshot and an executive portrait? A basic headshot is just a checkbox — and AI does checkboxes now. An executive portrait is a strategic asset. It makes someone want to meet you. When you see a person's guard drop — even for a split second — you feel like you're seeing who they actually are. That triggers something: trust, warmth, curiosity. A headshot says 'I exist.' An executive portrait says 'here's who I am.' And it's still polished enough for any professional context. Can AI generate headshots that look as good as professional photography? AI can generate technically perfect headshots — that's actually the problem. When perfection is free and instant, it stops being impressive. AI-generated headshots often look "too perfect" in a way that feels uncanny or generic. What AI can't replicate is the authentic human moment: the real laugh, the genuine expression, the split-second where someone's guard dropped. Those require a photographer in the room reading the energy. How long does an executive portrait session take? Most executive portrait sessions take 30-90 minutes. This allows time to work through the initial stiffness most people feel in front of a camera, find the angles that work best for your face, and capture both the polished boardroom headshot and the more authentic editorial portrait with genuine personality and character that can create real connection. Brian DeSimone is an executive and editorial portrait photographer based in Oakland, California. With a background in hospitality and over two decades behind the camera, he's photographed hundreds of founders, C-suite executives, and creative teams throughout San Francisco, Silicon Valley, and the Bay Area. His specialty: directing people who aren't used to being directed, and making it look natural. Corporate portraits, teams and executive headshots that are polished enough for the boardroom, human enough to be remembered. Author Brian DeSimone Executive & editorial portrait photographer for the San Francisco Bay Area. Helping founders and creative directors move beyond 'safe' headshots to create high-value, human resonant portraits that actually get remembered. R e l a t e d N e w s All News All News Read More Read More Jan 17, 2026 Your Brand & Team Photoshoot Guide: Show Up Prepared, Look Your Best Read More Read More Jan 17, 2026 Your Brand & Team Photoshoot Guide: Show Up Prepared, Look Your Best Read More Read More Nov 1, 2025 The Image That Started Everything Read More Read More Nov 1, 2025 The Image That Started Everything Read More Read More Jan 4, DESIMONE | Start a Project BRIAN DESIMONE Home Gallery Gallery For Leaders For Leaders One Image One Image Approach Approach Contact Contact Start Project Start Project BRIAN DESIMONE Home Gallery Gallery For Leaders For Leaders One Image One Image Approach Approach Contact Contact Start Project Start Project BRIAN DESIMONE Go Home 🏡 Menu Close This Might Be a Fit. This Might Be a Fit. Based in Oakland. Available on-site across the San Francisco Bay Area. I keep my session volume low so I can be generous with my energy. If you are ready to stop performing and start connecting, I’d love to hear what you’re building. Email me at [email protected] Based in Oakland. Available on-site across the San Francisco Bay Area. I keep my session volume low so I can be generous with my energy. If you are ready to stop performing and start connecting, I’d love to hear what you’re building. Email me at [email protected] Executive Commission (Individual) Founder Media Kit (Business) Team & Leadership Volume One Image. Total Certainty. Agency / Editorial Brief Other / Collaboration Project Type Request Availability Have Questions? Do you travel to my office? (And how much space do you need?) I can bring the studio to you if needed. While I have a dedicated space in Oakland, I regularly travel to clients in San Francisco, the South Bay, and Silicon Valley. My mobile setup is compact and efficient. I don't need a massive boardroom; I can turn a small conference room or even a hallway into a high-end studio. Note: On-location sessions include a travel/setup fee. Do you travel to my office? (And how much space do you need?) I can bring the studio to you if needed. While I have a dedicated space in Oakland, I regularly travel to clients in San Francisco, the South Bay, and Silicon Valley. My mobile setup is compact and efficient. I don't need a massive boardroom; I can turn a small conference room or even a hallway into a high-end studio. Note: On-location sessions include a travel/setup fee. How far in advance do I need to book? My typical lead time is about 2–3 weeks. I keep my session volume low so I can bring the right energy to every client, which means the calendar fills up. If you have a hard deadline for a San Francisco event or press release, just mention that in your inquiry and I’ll try to squeeze you in. How far in advance do I need to book? My typical lead time is about 2–3 weeks. I keep my session volume low so I can bring the right energy to every client, which means the calendar fills up. If you have a hard deadline for a San Francisco event or press release, just mention that in your inquiry and I’ll try to squeeze you in. What is the turnaround time for final images? Typical turnaround for final retouched images take 7-14 days on average but depends on the size of your projetct and how quickly you choose your favorites. I know business moves fast so If you need a "same day" selection for an immediate press release, let me know and I can speed up the workflow for a fee. What is the turnaround time for final images? Typical turnaround for final retouched images take 7-14 days on average but depends on the size of your projetct and how quickly you choose your favorites. I know business moves fast so If you need a "same day" selection for an immediate press release, let me know and I can speed up the workflow for a fee. © Damn your hair looks good today! 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 Home Executive & Corporate Executive & Corporate Editorial & Brand Editorial & Brand One Image. One Image. Contact Contact Explore My Approach My Approach The Journal The Journal Gallery Gallery Licensing Licensing Socials Google Reviews Google Reviews Yelp Reviews Yelp Reviews Instagram Instagram Threads Threads LinkedIn LinkedIn © Damn your hair looks good today! 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 Home Executive & Corporate Executive & Corporate Editorial & Brand Editorial & Brand One Image. One Image. Contact Contact Explore My Approach My Approach The Journal The Journal Gallery Gallery Licensing Licensing Socials Google Reviews Google Reviews Yelp Reviews Yelp Reviews Instagram Instagram Threads Threads LinkedIn LinkedIn © Damn your hair looks good today! 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 Home Executive & Corporate Executive & Corporate Editorial & Brand Editorial & Brand One Image. One Image. Contact Contact Explore My Approach My Approach The Journal The Journal Gallery Gallery Licensing Licensing Socials Google Reviews Google Reviews Yelp Reviews Yelp Reviews Instagram Instagram Threads Threads LinkedIn LinkedIn DESIMONE | Journal BRIAN DESIMONE Home Gallery Gallery For Leaders For Leaders One Image One Image Approach Approach Contact Contact Start Project Start Project BRIAN DESIMONE Home Gallery Gallery For Leaders For Leaders One Image One Image Approach Approach Contact Contact Start Project Start Project BRIAN DESIMONE Go Home 🏡 Menu Close Journal G o o d C o m p a n y Why making people comfortable is harder than good lighting. Thoughts on leadership, vulnerability, and the strategic value of imperfection. Read More Read More Nov 1, 2025 The Image That Started Everything Read More Read More Nov 1, 2025 The Image That Started Everything Read More Read More Nov 1, 2025 The Image That Started Everything Read More Read More Jan 4, 2025 How To Prepare for Your Executive Portrait Session Read More Read More Jan 4, 2025 How To Prepare for Your Executive Portrait Session Read More Read More Jan 4, 2025 How To Prepare for Your Executive Portrait Session Read More Read More Jan 17, 2026 Your Brand & Team Photoshoot Guide: Show Up Prepared, Look Your Best Read More Read More Jan 17, 2026 Your Brand & Team Photoshoot Guide: Show Up Prepared, Look Your Best Read More Read More Jan 17, 2026 Your Brand & Team Photoshoot Guide: Show Up Prepared, Look Your Best Read More Read More Jan 4, 2026 Why Your Professional Headshot Looks Like AI Now (And What to Do About It) Read More Read More Jan 4, 2026 Why Your Professional Headshot Looks Like AI Now (And What to Do About It) Read More Read More Jan 4, 2026 Why Your Professional Headshot Looks Like AI Now (And What to Do About It) Read More Read More Jan 1, 2025 6 Ways a Professional Headshot Will Elevate Your Career Read More Read More Jan 1, 2025 6 Ways a Professional Headshot Will Elevate Your Career Read More Read More Jan 1, 2025 6 Ways a Professional Headshot Will Elevate Your Career Read More Read More Apr 1, 2025 2025 Headshot Trends: What High-Level Clients Look For (and What’s Outdated) Read More Read More Apr 1, 2025 2025 Headshot Trends: What High-Level Clients Look For (and What’s Outdated) Read More Read More Apr 1, 2025 2025 Headshot Trends: What High-Level Clients Look For (and What’s Outdated) Read More Read More Mar 3, 2025 Mark Dombecks Full Brand and Business Overhaul Read More Read More Mar 3, 2025 Mark Dombecks Full Brand and Business Overhaul Read More Read More Mar 3, 2025 Mark Dombecks Full Brand and Business Overhaul © Damn your hair looks good today! 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 Home Executive & Corporate Executive & Corporate Editorial & Brand Editorial & Brand One Image. One Image. Contact Contact Explore My Approach My Approach The Journal The Journal Gallery Gallery Licensing Licensing Socials Google Reviews Google Reviews Yelp Reviews Yelp Reviews Instagram Instagram Threads Threads LinkedIn LinkedIn © Damn your hair looks good today! 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 Home Executive & Corporate Executive & Corporate Editorial & Brand Editorial & Brand One Image. One Image. Contact Contact Explore My Approach My Approach The Journal The Journal Gallery Gallery Licensing Licensing Socials Google Reviews Google Reviews Yelp Reviews Yelp Reviews Instagram Instagram Threads Threads LinkedIn LinkedIn © Damn your hair looks good today! 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 Home Executive & Corporate Executive & Corporate Editorial & Brand Editorial & Brand One Image. One Image. Contact Contact Explore My Approach My Approach The Journal The Journal Gallery Gallery Licensing Licensing Socials Google Reviews Google Reviews Yelp Reviews Yelp Reviews Instagram Instagram Threads Threads LinkedIn LinkedIn One Image. Total Certainty. | DESIMONE BRIAN DESIMONE Home Gallery Gallery For Leaders For Leaders One Image One Image Approach Approach Contact Contact Start Project Start Project BRIAN DESIMONE Home Gallery Gallery For Leaders For Leaders One Image One Image Approach Approach Contact Contact Start Project Start Project BRIAN DESIMONE Go Home 🏡 Menu Close O n e I m a g e . T o t a l C e r t a i n t y . You don’t need 50 options—you need a single, definitive, strategic truth that defines your next five years. One Image. Total Certainty. About If you already know what you need, you probably don't need me. This is for the leaders who leveled up but still look like they're asking for permission. The consultants who doubled their rates but whose image says otherwise. People at high-stakes transition moments where the wrong image could cost them money (or worse, their reputation). We define the exact outcome before we shoot, and I don't stop until we have the image that defines your next five years. One Image. Total Certainty. If you already know what you need, you probably don't need me. This is for the leaders who leveled up but still look like they're asking for permission. The consultants who doubled their rates but whose image says otherwise. People at high-stakes transition moments where the wrong image could cost them money (or worse, their reputation). We define the exact outcome before we shoot, and I don't stop until we have the image that defines your next five years. One Image. Total Certainty. I f y o u a l r e a d y k n o w w h a t y o u n e e d , y o u p r o b a b l y d o n ' t n e e d m e . T h i s i s f o r t h e l e a d e r s w h o l e v e l e d u p b u t s t i l l l o o k l i k e t h e y ' r e a s k i n g f o r p e r m i s s i o n . T h e c o n s u l t a n t s w h o d o u b l e d t h e i r r a t e s b u t w h o s e i m a g e s a y s o t h e r w i s e . P e o p l e a t h i g h - s t a k e s t r a n s i t i o n m o m e n t s w h e r e t h e w r o n g i m a g e c o u l d c o s t t h e m m o n e y ( o r w o r s e , t h e i r r e p u t a t i o n ) . W e d e f i n e t h e e x a c t o u t c o m e b e f o r e w e s h o o t , a n d I d o n ' t s t o p u n t i l w e h a v e t h e i m a g e t h a t d e f i n e s y o u r n e x t f i v e y e a r s . O n e I m a g e . T o t a l C e r t a i n t y . Pricing I n v e s t m e n t . N o t E x p e n s e . Strategy. Direction. Production. Licensing. One flat fee. One definitive image. $ 1 6 0 0 Photographer & Creative Strategist Most photographers charge for their time. I charge for the outcome . We don't stop until we have the image that defines the next five years. Most photographers charge for their time. I charge for the outcome . We don't stop until we have the image that defines the next five years. BRIAN DESIMONE Serving San Francisco’s ambitious founders since 2015. Questions I'll Ask You . Contact Me Contact Me What’s at stake in the next 90 days? If the answer is "nothing much," you don't need me. But if you’re raising capital, pivoting your career, or stepping onto a bigger stage in the next 90 days, the stakes are too high for a mediocre image. What’s at stake in the next 90 days? If the answer is "nothing much," you don't need me. But if you’re raising capital, pivoting your career, or stepping onto a bigger stage in the next 90 days, the stakes are too high for a mediocre image. What’s at stake in the next 90 days? If the answer is "nothing much," you don't need me. But if you’re raising capital, pivoting your career, or stepping onto a bigger stage in the next 90 days, the stakes are too high for a mediocre image. What is the cost of being underestimated? You can’t control what people think, but you can control what they see. If your current image is costing you opportunities because it reads "junior," "uncertain," or "outdated," we fix that first. The most expensive photo isn't the one you pay for, it's the one that costs you the deal. What is the cost of being underestimated? You can’t control what people think, but you can control what they see. If your current image is costing you opportunities because it reads "junior," "uncertain," or "outdated," we fix that first. The most expensive photo isn't the one you pay for, it's the one that costs you the deal. What is the cost of being underestimated? You can’t control what people think, but you can control what they see. If your current image is costing you opportunities because it reads "junior," "uncertain," or "outdated," we fix that first. The most expensive photo isn't the one you pay for, it's the one that costs you the deal. Is there a version of yourself you haven't shown professionally yet? You’ve evolved, but your headshot is likely stuck in the past. We aren't documenting who you were. We are capturing the person you have become but haven't given yourself permission to show professionally yet. Is there a version of yourself you haven't shown professionally yet? You’ve evolved, but your headshot is likely stuck in the past. We aren't documenting who you were. We are capturing the person you have become but haven't given yourself permission to show professionally yet. Is there a version of yourself you haven't shown professionally yet? You’ve evolved, but your headshot is likely stuck in the past. We aren't documenting who you were. We are capturing the person you have become but haven't given yourself permission to show professionally yet. What clichés do we need to kill? This is critical. Every industry has a "look"—the crossed-arms consultant, the black-turtleneck founder. Which cliché do we need to actively avoid so you look like an original? We define what we are not doing before we decide what we are doing. What clichés do we need to kill? This is critical. Every industry has a "look"—the crossed-arms consultant, the black-turtleneck founder. Which cliché do we need to actively avoid so you look like an original? We define what we are not doing before we decide what we are doing. What clichés do we need to kill? This is critical. Every industry has a "look"—the crossed-arms consultant, the black-turtleneck founder. Which cliché do we need to actively avoid so you look like an original? We define what we are not doing before we decide what we are doing. “He's a master of his craft, a kind and hilarious and wonderful person...” ”Brian is absolutely amazing. He's a master of his craft, a kind and hilarious and wonderful person, and a total artist soul.” Geena Chen, Artist + Designer “He Brings Out the Best in a Diversity of Subjects” “The photo shoot was a blast, and I felt immediately at ease. It’s a true testament to Brian’s creative genius that he can bring out the best in a diversity of subjects as he does.” Annie Jean -Baptiste, Google “Brian Has Nothing But Five-Star Reviews for a Reason” "You pay for what you get, and with Brian you get excellent photos that will set you apart from everyone else. Brian Has Nothing But Five-Star Reviews for a Reason" Jeremy Castro Law, CEO “Brian Exceeded My Expectations in Every Aspect” “From the moment we initiated the project, Brian demonstrated an unparalleled level of patience and professionalism. Brian Exceeded My Expectations in Every Aspect.” Hantz Févre, Stoovo, CEO “His studio Is really nice and welcoming - great energy. He knows his art and work” “His studio Is really nice and welcoming - great energy. He knows his art and work” Nadé Bozhinova “He's a master of his craft, a kind and hilarious and wonderful person...” ”Brian is absolutely amazing. He's a master of his craft, a kind and hilarious and wonderful person, and a total artist soul.” Geena Chen, Artist + Designer “He Brings Out the Best in a Diversity of Subjects” “The photo shoot was a blast, and I felt immediately at ease. It’s a true testament to Brian’s creative genius that he can bring out the best in a diversity of subjects as he does.” Annie Jean -Baptiste, Google “Brian Has Nothing But Five-Star Revi DESIMONE | My Approach BRIAN DESIMONE Home Gallery Gallery For Leaders For Leaders One Image One Image Approach Approach Contact Contact Start Project Start Project BRIAN DESIMONE Home Gallery Gallery For Leaders For Leaders One Image One Image Approach Approach Contact Contact Start Project Start Project BRIAN DESIMONE Go Home 🏡 Menu Close S e e n a s a L e a d e r F e l t a s a H u m a n S e e n a s a L e a d e r F e l t a s a H u m a n The Executive Portrait Earns Respect. The Editorial Portrait Earns Trust. You Need Both. Explore Most people freeze because they think they need to 'perform' for the camera. My job is to create a space safe enough for you to stop performing. That split-second where you drop the armor? That’s where we get the shot. BRIAN DESIMONE Serving San Francisco’s ambitious leaders since 2015. BRIAN DESIMONE Serving San Francisco’s ambitious leaders since 2015. BRIAN DESIMONE Serving San Francisco’s ambitious leaders since 2015. Hey! It's me, Brian. About The ability to get a nervous Celebrity or CEO to relax in 90 seconds is priceless . The ability to get a nervous Celebrity or CEO to relax in 90 seconds is priceless . They’re not afraid of the lights. They’re afraid of the vulnerability. When someone walks into my studio, I’m not thinking about my camera. I'm watching how they carry tension, what makes them laugh, what they need to feel safe enough to drop the armor. Yes, I manage the lighting. But mostly, I manage the energy . They’re not afraid of the lights. They’re afraid of the vulnerability. When someone walks into my studio, I’m not thinking about my camera. I'm watching how they carry tension, what makes them laugh, what they need to feel safe enough to drop the armor. Yes, I manage the lighting. But mostly, I manage the energy . O n S e t P h i l o s o p h y Approach Prioritize Genuine Connection, Always I connect with people easily and often before the gear comes out. Whether it's an executive portrait or a full day on set, everyone should feel valued from the moment we meet. Eye contact, remembering names, reading the energy. These aren't small details. They are the foundation. That authentic connection is part of why the portraits look so natural. 01 Prioritize Genuine Connection, Always I connect with people easily and often before the gear comes out. Whether it's an executive portrait or a full day on set, everyone should feel valued from the moment we meet. Eye contact, remembering names, reading the energy. These aren't small details. They are the foundation. That authentic connection is part of why the portraits look so natural. 01 Prioritize Genuine Connection, Always I connect with people easily and often before the gear comes out. Whether it's an executive portrait or a full day on set, everyone should feel valued from the moment we meet. Eye contact, remembering names, reading the energy. These aren't small details. They are the foundation. That authentic connection is part of why the portraits look so natural. 01 Lead With Unreasonable Hospitality The right photographer knows how to read energy and adjust. I'm comfortable taking the driver's seat, but some people need to feel that they are in control. A gentle nudge one moment, a moment of levity the next. This creates the ease essential for nervous teams and high-stakes campaigns. Comfort, not pressure. (And never underestimate the power of a well-timed dad-joke to get a candid moment). 02 Lead With Unreasonable Hospitality The right photographer knows how to read energy and adjust. I'm comfortable taking the driver's seat, but some people need to feel that they are in control. A gentle nudge one moment, a moment of levity the next. This creates the ease essential for nervous teams and high-stakes campaigns. Comfort, not pressure. (And never underestimate the power of a well-timed dad-joke to get a candid moment). 02 Lead With Unreasonable Hospitality The right photographer knows how to read energy and adjust. I'm comfortable taking the driver's seat, but some people need to feel that they are in control. A gentle nudge one moment, a moment of levity the next. This creates the ease essential for nervous teams and high-stakes campaigns. Comfort, not pressure. (And never underestimate the power of a well-timed dad-joke to get a candid moment). 02 Permission to Play Yes, we'll execute your shot list. But I leave room for what emerges in the moment. That unguarded laugh, the unplanned angle, the idea we didn't discuss. Exploration, play, and spontaneous discovery are where the best art happens. 03 Permission to Play Yes, we'll execute your shot list. But I leave room for what emerges in the moment. That unguarded laugh, the unplanned angle, the idea we didn't discuss. Exploration, play, and spontaneous discovery are where the best art happens. 03 Permission to Play Yes, we'll execute your shot list. But I leave room for what emerges in the moment. That unguarded laugh, the unplanned angle, the idea we didn't discuss. Exploration, play, and spontaneous discovery are where the best art happens. 03 Honest Direction My job isn't just to say "yes." It's to lead you to a better result than you had originally imagined. You're paying for taste, judgment, and 20 years of knowing what works. If a choice doesn't serve the final image, I'll speak up. The ultimate decisions are yours, but I'll make sure you aren't guessing. 04 Honest Direction My job isn't just to say "yes." It's to lead you to a better result than you had originally imagined. You're paying for taste, judgment, and 20 years of knowing what works. If a choice doesn't serve the final image, I'll speak up. The ultimate decisions are yours, but I'll make sure you aren't guessing. 04 Honest Direction My job isn't just to say "yes." It's to lead you to a better result than you had originally imagined. You're paying for taste, judgment, and 20 years of knowing what works. If a choice doesn't serve the final image, I'll speak up. The ultimate decisions are yours, but I'll make sure you aren't guessing. 04 L e t ’ s L e t ’ s L e t ’ s C o n n e c t ! © Damn your hair looks good today! 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 Home Executive & Corporate Executive & Corporate Editorial & Brand Editorial & Brand One Image. One Image. Contact Contact Explore My Approach My Approach The Journal The Journal Gallery Gallery Licensing Licensing Socials Google Reviews Google Reviews Yelp Reviews Yelp Reviews Instagram Instagram Threads Threads LinkedIn LinkedIn © Damn your hair looks good today! 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 Home Executive & Corporate Executive & Corporate Editorial & Brand Editorial & Brand One Image. One Image. Contact Contact Explore My Approach My Approach The Journal The Journal Gallery Gallery Licensing Licensing Socials Google Reviews Google Reviews Yelp Reviews Yelp Reviews Instagram Instagram Threads Threads LinkedIn LinkedIn © Damn your hair looks good today! 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 Home Executive & Corporate Executive & Corporate Editorial & Brand Editorial & Brand One Image. One Image. Contact Contact Explore My Approach My Approach The Journal The Jour Editorial Portraits | Photography by DESIMONE BRIAN DESIMONE Home Gallery Gallery For Leaders For Leaders One Image One Image Approach Approach Contact Contact Start Project Start Project BRIAN DESIMONE Home Gallery Gallery For Leaders For Leaders One Image One Image Approach Approach Contact Contact Start Project Start Project BRIAN DESIMONE Go Home 🏡 Menu Close See Gallery Selected Works Editorial Portraits Human. Editorial. Character-Driven images that connect. That make you curious to know the person. The images that build trust before you've even met them. Selected Works Editorial Portraits Human. Editorial. Character-Driven images that connect. That make you curious to know the person. The images that build trust before you've even met them. N e x t G a l l e r y N e x t G a l l e r y © Damn your hair looks good today! 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 Home Executive & Corporate Executive & Corporate Editorial & Brand Editorial & Brand One Image. One Image. Contact Contact Explore My Approach My Approach The Journal The Journal Gallery Gallery Licensing Licensing Socials Google Reviews Google Reviews Yelp Reviews Yelp Reviews Instagram Instagram Threads Threads LinkedIn LinkedIn © Damn your hair looks good today! 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 Home Executive & Corporate Executive & Corporate Editorial & Brand Editorial & Brand One Image. One Image. Contact Contact Explore My Approach My Approach The Journal The Journal Gallery Gallery Licensing Licensing Socials Google Reviews Google Reviews Yelp Reviews Yelp Reviews Instagram Instagram Threads Threads LinkedIn LinkedIn © Damn your hair looks good today! 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 Home Executive & Corporate Executive & Corporate Editorial & Brand Editorial & Brand One Image. One Image. Contact Contact Explore My Approach My Approach The Journal The Journal Gallery Gallery Licensing Licensing Socials Google Reviews Google Reviews Yelp Reviews Yelp Reviews Instagram Instagram Threads Threads LinkedIn LinkedIn DESIMONE Portfolio | Executive & Editorial Photography (Oakland & SF) BRIAN DESIMONE Home Gallery Gallery For Leaders For Leaders One Image One Image Approach Approach Contact Contact Start Project Start Project BRIAN DESIMONE Home Gallery Gallery For Leaders For Leaders One Image One Image Approach Approach Contact Contact Start Project Start Project BRIAN DESIMONE Go Home 🏡 Menu Close S e l e c t e d G a l l e r i e s The work that gets remembered. Editorial Portraits Editorial Portraits Founders & Leadership Founders & Leadership Brand & Lifestyle Brand & Lifestyle Campaign & Commercial Campaign & Commercial © Damn your hair looks good today! 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 Home Executive & Corporate Executive & Corporate Editorial & Brand Editorial & Brand One Image. One Image. Contact Contact Explore My Approach My Approach The Journal The Journal Gallery Gallery Licensing Licensing Socials Google Reviews Google Reviews Yelp Reviews Yelp Reviews Instagram Instagram Threads Threads LinkedIn LinkedIn © Damn your hair looks good today! 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 Home Executive & Corporate Executive & Corporate Editorial & Brand Editorial & Brand One Image. One Image. Contact Contact Explore My Approach My Approach The Journal The Journal Gallery Gallery Licensing Licensing Socials Google Reviews Google Reviews Yelp Reviews Yelp Reviews Instagram Instagram Threads Threads LinkedIn LinkedIn © Damn your hair looks good today! 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 Home Executive & Corporate Executive & Corporate Editorial & Brand Editorial & Brand One Image. One Image. Contact Contact Explore My Approach My Approach The Journal The Journal Gallery Gallery Licensing Licensing Socials Google Reviews Google Reviews Yelp Reviews Yelp Reviews Instagram Instagram Threads Threads LinkedIn LinkedIn Your Brand & Team Photoshoot Guide: Show Up Prepared, Look Your Best | DESIMONE BRIAN DESIMONE Home Gallery Gallery For Leaders For Leaders One Image One Image Approach Approach Contact Contact Start Project Start Project BRIAN DESIMONE Home Gallery Gallery For Leaders For Leaders One Image One Image Approach Approach Contact Contact Start Project Start Project BRIAN DESIMONE Go Home 🏡 Menu Close Read Post Jan 17, 2026 Your Brand & Team Photoshoot Guide: Show Up Prepared, Look Your Best Your Brand & Team Photoshoot Guide: Show Up Prepared, Look Your Best Your Brand & Team Photoshoot Guide: Show Up Prepared, Look Your Best Photography Photography Business Business Branding Branding You're part of an upcoming brand photoshoot (woo!). This post covers everything you need to know to show up prepared and look your best. What You'll Be Photographed For Depending on your role and the shoot plan, you may be needed for: Individual portrait Office/workspace scenes Team culture shots Service action shots (if applicable) Your organizer will let you know which sessions you're needed for and when to arrive. What to Wear Start With Your Audience Who are you signaling to and whose attention are you trying to get? Clients who need your service? VCs who write checks? Small business owners looking for solutions? The answer should guide what you wear. If your company is pitching investors, dress like someone they'd write a check to. If you're serving wellness practitioners in a small community, dress like someone they'd trust. You get to decide—but whatever the case, bring clothing options that signal to the right room. Come dressed in your favorite option and bring 1-2 backup tops 1-2 additional tops in different colors or styles At least 1 structured layer (blazer, cardigan, jacket, etc.) Accessories you actually wear (glasses, jewelry, scarves, etc) Your Brand Color Palette Talk with your team about what colors everyone's planning to wear. Try to stay in a similar range so the group looks cohesive. Don't stress if you can't find a perfect color match as I can adjust that in photoshop as long as its close. When in doubt, neutrals are safe—but don't be afraid to bring something with personality. Avoid Bright white (off-white or cream is fine) Busy patterns or large logos Overly bright/neon colors The Ratio Principle A bold color works beautifully as an accent—think a burgundy shirt under a charcoal blazer, or a pop of forest green beneath a neutral cardigan. The layer controls how much of that color shows up in the frame. That same bold shirt on its own, without a layer? It can overwhelm the image and pull focus from your face. If you're bringing something bright or saturated, also bring a neutral layer to wear over it. That gives us options: we can shoot it both ways and see what works best. What's Actually in Frame For individual portraits: Chest up (your pants don't matter—sweats are fine) For full-body lifestyle shots: Everything counts Fit Clothes should fit well, but they don't need to be perfect. If something fits almost right, bring it anyway—we can pin or adjust on set if needed. What to Bring ☐ 1-2 additional tops in different colors or styles ☐ At least 1 structured layer ☐ Accessories you actually wear ☐ Lip balm ☐ Backup makeup and lip colors for quick adjustments (if needed) ☐ Any props relevant to your role (if applicable) Grooming & Appearance Hair should be styled the way you'd wear it to your most important meeting of the year. If you wear makeup, keep it natural. The goal is to look like the best version of yourself on, not like you're trying to be someone else. A little goes a long way on camera and if needed you can always add or do touchups along the way. Men : If you normally shave, shave that morning. If you have a beard, make sure it's trimmed and shaped. Everyone: Check your nails. Seriously. Hands show up in more shots than you think. You don't need a professional hair and makeup team. You just need to show up like you care. That effort reads on camera and it makes all the difference. Hair & Makeup: A Few More Details For Women: If you wear makeup, it's ok to go sliiiiightly heavier than your everyday look—but not by much. Camera lights can occasionally wash you out, so a bit more definition on eyes and cheeks can help. Think "polished meeting" not "night out." Avoid overly shiny or reflective products. Dewy foundation, highlighter, and gloss can create hot spots under studio lights. Stick with matte or satin finishes on your skin if possible. If you normally wear highlighter, skip it or go very light. Bring backup lip color. What looks great in your bathroom mirror might disappear on camera. Bring a slightly deeper or more saturated shade so we can adjust if needed. We'll check together and add more if you need it. I will have skin blotting paper. Studio lights make everyone a bit shinier than usual. We'll take breaks to blot and refresh as needed. If you have powder you like to use, bring it! Avoid brand-new hair color or cuts. If you're planning to change your hair, do it at least a week before the shoot so it has time to settle. Fresh color can photograph differently than expected, and new cuts need a few days to behave. The Day Before ☐ Hydrate well ☐ Get decent sleep ☐ Iron or steam your outfit options What to Expect on Shoot Day When You Arrive Come dressed in your favorite outfit and put your backup options and layers aside. We will look at your options if needed and we'll decide what works best in real time. During Your Sessions I'll engage and direct you in front of the camera at all times so you will never wonder what you're supposed to be doing. The best images happen when people feel loose and comfortable. I'll manage the vibe. Your job is to show up, trust the process, and stay flexible. Have a Good Meal and Bring Snacks Photoshoots can take a while, and nothing kills the vibe faster than crashing energy. Eat a real meal before you arrive—not just coffee. And throw a snack in your bag just in case. Low blood sugar shows up on camera: tired eyes, low energy, forced smiles. Keep yourself fueled and you'll feel (and look) so much better. You're not expected to be a model. You just need to show up as yourself—I'll handle the rest. The more you lean into the process, the better the images will turn out. This isn't a test. There's no "wrong" way to do this. I will guide you and promise to make you look amazing. I know this feels high pressure. But it's really not. You're going to be in good hands so remember to have fun with the process. I gotchu! FAQ for Team Members What if I hate being photographed? You're not alone—most people feel this way. I've spent twenty years working with people who aren't professional models. Executives, founders, authors and teams just like yours. I know how to make this easy and natural. You don't need to perform or be someone you're not. Just show up as yourself, and I'll handle the rest. Do I need professional hair or makeup? Not at all. Just show up polished the way you would for an important client meeting. That's more than enough. How long will my part of the shoot take? Individual portraits typically take about 15 minutes. Lifestyle and team culture shots depend on the scene, but your team lead will give you an estimated time window so you can plan your day. What if I'm running late? Let your team lead know as soon as possible. The schedule can usually be adjusted if needed. Life happens—just communicate early. What if I feel awkward or don't know what to do with my hands? That's exactly what I'm there for. I'll direct you through everything—where to stand, how to position yourself, what to do with your hands. You won't be left guessing. If something feels weird, we'll try something else until it feels natural. Why This Matters These images will represent your company on your website, in press, and in marketing materials. But here's what that really means: When someone is d