How often should I update my headshot?
Loved your old headshot? Here's why updating it anyway creates social proof, boosts profile views, and keeps you memorable to your network.
I just updated my headshot - and honestly? It was harder than you’d think.
I loved my last one. It had served me well. But here's what I've learned photographing hundreds of professionals each year:
An updated headshot isn't just about looking current. It's about staying top of mind.
Think about it: when you update your photo, it ripples across LinkedIn, your website, your email signature. People notice. "Oh, I see so-and-so updated their headshot" becomes a conversation starter. Suddenly, you're back on their radar.
It signals that you're active, evolving, invested in your professional presence. It creates a micro-moment of engagement with your network - without you having to say a word.
I watch this happen with my clients every year. They update their headshot, and suddenly:
Old connections reach back out
Their profile views spike
They feel more confident hitting "send" on that email to a prospect
People remember them when opportunities arise
Your headshot is one of the few things in your professional toolkit that works for you 24/7. When it's fresh, it works even harder.
So yes, I took my own advice. New year, new look, same commitment to helping professionals show up authentically.
When was the last time you updated yours?
What colors should I avoid for headshots?
Being prepared for your session is one of the biggest factors in how your headshot comes out. The choices you make beforehand about wardrobe, hair and makeup shape the result as much as anything that happens in the studio. Here's a compilation of tips I’ve put together over the years of figuring out what works and what doesn’t. Follow allow for some of my suggestions that I’ve created over the years of photographing hundreds of people!
First Decision: What to Wear
Solid colors are best! Solid colors almost always outperform patterns on camera. Busy prints, stripes and bold graphics draw attention away from your face and date quickly. A solid color in a flattering shade keeps the focus where it belongs.
What colors are best for headshots Navy is the most reliable choice across all skin tones, it reads as professional and photographs cleanly against most backgrounds. Other strong options include jewel tones (burgundy, forest green, sapphire, plum), charcoal, muted warm neutrals and dusty pastels.
Colors to avoid White and off-white tend to wash out against light backgrounds and create exposure challenges. Beige and tan often blend into skin tones. Neon and highly saturated colors pull attention away from your face.
Fit matters Clothing should fit well, not too tight, not too loose. Anything that bunches, pulls or gaps will show on camera.
Bring options Select 2 to 3 outfits for consideration. Different colors and necklines give you variety across your final gallery, a more formal look for your company website, a slightly more relaxed look for LinkedIn, a bolder color for a speaking bio.
A note on black Black photographs well when it's a true, deep, fresh black. Faded or washed-out black reads poorly on camera. If you're wearing black, make sure it's freshly laundered and free of lint.
If applicable: Makeup Tips for Headshots
Why headshot makeup is different The camera picks up more detail than the eye does. Makeup that looks natural in person can read as too light on camera, and makeup that looks overdone in person can look perfectly natural in photos. The goal is a polished, even look that doesn't call attention to itself.
Foundation and base Your base is the most important step. Make sure your foundation matches your natural skin tone exactly, particularly at the jaw and neck. A mismatched foundation line shows clearly in photos. Set your base with powder to reduce shine, as the studio lights pick up oil and sheen quickly.
Eyes Defined eyes read better on camera than bare ones. A neutral eyeshadow, defined lashes and a subtle liner help your eyes show up clearly without looking overdone. Avoid very dark or smoky looks unless that's genuinely part of your personal brand.
Lips A neutral to slightly deeper lip color photographs well. Very light or nude lips can disappear on camera. Avoid glossy formulas, matte or satin finishes hold up better under studio lights.
Avoid shimmer and glitter Highlighter, shimmer eyeshadow and glittery products reflect studio lighting in ways that create distracting bright spots. Stick to matte and satin finishes throughout.
Professional makeup services Professional hair and makeup is available through Nina's preferred artists, who understand what reads well on camera for a professional headshot. If you're considering it, ask when you book, it's worth the investment.
Touch-up kit Bring your makeup for touch-ups during the session. Blotting papers, powder, lip color and anything you used for your base are all worth having on hand.
Simple Hair Tips for Headshots
Keep it simple and controlled The most common hair mistake in headshots is flyaway or frizzy hair that distracts from the face. Whatever your natural style, the goal is a version of it that's clean, controlled and intentional.
Freshly washed or styled Show up with hair that's freshly washed or professionally styled. Avoid dry shampoo overload, it creates a dull, powdery texture that reads flat on camera.
Avoid major changes right before your session A new haircut or color right before your session is a risk. If something doesn't go as planned, there's no time to correct it. Schedule any significant changes at least two weeks before your session.
Longer hair If you typically wear your hair down, bring the tools to put it up as well. Having both options gives you variety in your gallery, some clients find they prefer a more polished updo for their corporate headshot and their natural style for LinkedIn.
Men's grooming Freshly groomed is the right call. A haircut and fresh shave or trim of any facial hair within a day or two of the session makes a visible difference. Avoid heavy product that makes hair look wet or overly styled.
The studio has a steamer and a dressing area If anything needs a quick refresh when you arrive, the studio is set up for it.
Quick Checklist
Before your session, run through this list:
2 to 3 solid color outfit options and pressed on hangers
Lint roller in your bag
Foundation that matches your skin tone at the neck
Makeup touch-up kit
Hair tools if you want an updo option
Glasses if you typically wear them
Any props relevant to your personal brand
Frequently Asked Questions
Should I get professional hair and makeup for my headshot? It's worth considering. The camera picks up more detail than the eye does, and professional makeup artists who work with photographers know how to produce results that look natural on camera. Ask when you book.
What if I don't wear much makeup? That's completely fine. A light, even base and some definition around the eyes is enough. The goal is a polished version of how you normally look, not a transformation.
Should I get a haircut before my session? If you're planning one, schedule it at least a week before the session so it has time to settle. Last-minute cuts are a risk if the result isn't what you expected.
What if I'm not sure what to wear? A wardrobe prep guide is sent with every booking confirmation. If you'd like specific feedback on your options before the session, send photos and Nina will weigh in.
Why Your LinkedIn Photo Is Costing You Speaking Invitations
You could have years of experience, a strong reputation, and genuinely valuable things to say.
But if your LinkedIn photo is outdated, unprofessional, or disconnected from who you are today, it may be quietly working against you.
That sounds dramatic, but I see it all the time.
As a headshot and personal branding photographer in the San Francisco Bay Area, I photograph executives, entrepreneurs, doctors, attorneys, consultants, and speakers who are doing incredible work, yet their online image tells a completely different story.
And when people are deciding who to invite onto a stage, podcast, panel, advisory board, or leadership feature, your photo matters more than most people realize.
Before they read your bio. Before they visit your website. Before they look at your credentials.
They see your face.
Your Photo Is Part of Your Personal Brand
We live in a world where introductions happen online first.
A conference organizer hears your name and searches LinkedIn. A podcast host looks you up. Someone considering you for a speaking opportunity clicks your profile.
Within seconds, they are forming impressions.
Do you look approachable? Confident? Current? Professional? Like someone an audience would connect with?
Your photo is helping answer those questions instantly.
And unfortunately, a weak photo can create hesitation before you ever get the chance to speak.
The Problem With Most LinkedIn Photos
Most people are using photos that are:
years outdated
cropped from another image
overly filtered
poorly lit
awkward or stiff
low resolution
too casual for the level they are operating at now
The issue is not that you need to look younger or more glamorous.
The issue is that your image should reflect the level of professionalism, confidence, and presence you already bring into a room.
A great headshot is not about vanity. It is about alignment.
People Decide Fast
Whether we like it or not, people make quick decisions visually.
If your LinkedIn photo feels polished, warm, modern, and authentic, people naturally assume you are established and credible.
If your photo feels outdated or disconnected from your brand, it creates friction.
And in competitive spaces, friction matters.
Especially when event organizers are comparing multiple potential speakers.
The Right Headshot Helps People Trust You Faster
One thing I hear constantly after clients update their headshots is:
“I finally feel like my online presence matches who I am now.”
That matters.
Because confidence shows up everywhere after that.
People start posting more. Pitching themselves more. Showing up more visibly. Submitting for speaking opportunities they had been hesitating to pursue.
A strong headshot creates momentum.
Speaking Opportunities Are About Connection
The best speaker photos today are not stiff corporate portraits.
People want authenticity. They want to feel connected before they ever meet you.
That means your photo should feel:
confident but approachable
polished but human
professional without looking overly corporate
natural and relaxed
That balance is where the magic happens.
Your Experience Deserves Better
If you are building a business, leading a company, growing your visibility, or positioning yourself as a thought leader, your image matters.
Not because appearances are everything.
But because first impressions open doors.
And your LinkedIn photo is often the very first thing people see.
You have likely spent years building your expertise. Your online presence should reflect that.
At Nina Pomeroy Photography, I create modern executive headshots and personal branding photography for professionals throughout Pleasanton, Dublin, San Ramon, and the greater San Francisco Bay Area.
Because the right photo does more than help you look good.
It helps people see you the way you deserve to be seen.
The Difference Between a Headshot and Personal Branding Photography
I get this question often. A professional reaches out knowing they need images for their business but unsure exactly which type. The difference matters. Using the wrong type of image in the wrong context quietly works against the impression you are trying to make.
Here is how I think about it.
What a Headshot Is
A headshot is a single portrait. Typically head and shoulders, sometimes three-quarter length. It shows your face clearly, communicates your professional presence and tells people who they are about to meet.
It belongs on your LinkedIn profile. Your company website bio. Your speaker profile. Your professional association directory. Any context where someone needs to connect a name to a face quickly.
A great headshot does one thing well. It makes people feel they already know you before you walk into the room.
What Personal Branding Photography Is
Personal branding photography is a library of images. Not one photo but a full set designed to tell the story of who you are, what you do and what it means to be your client.
It includes portraits. It also includes images of you in context: at your desk, in conversation, working, thinking, presenting. It captures your aesthetic and the texture of your day. The goal is to give your website, social media and marketing materials a consistent visual language that speaks for you even when you are not in the room.
The Key Difference
A headshot answers one question: who are you?
Personal branding photography answers a broader set: who are you, what do you do and what does working with you look like?
A headshot session is focused. Typically 30 to 90 minutes, producing a strong set of portraits. A personal branding session is a larger investment of time and planning. Before we pick up a camera, we map out where your images need to work, what story they need to tell and what a full image library looks like for your specific business.
How to Know Which One You Need
You need a headshot if your current photo is more than two years old, if you have recently changed roles or if your appearance has changed significantly. You need one strong image that holds up on LinkedIn, in a media kit or on a speaker profile.
You need personal branding photography if your business runs on your personal credibility. This includes consultants, coaches, authors, speakers, real estate agents, financial advisors and any entrepreneur whose clients are essentially hiring them as a person. If your website and social media feel inconsistent because you are working from a handful of old photos, that is the gap personal branding photography is designed to close.
Many of my clients start with a headshot and return for a personal branding session once their business reaches a stage where a consistent image library becomes a competitive issue. The two are not mutually exclusive. They solve different problems at different stages.
What to Expect From Each Session
At my private studio in downtown Pleasanton, a headshot session is streamlined and focused. I direct you through wardrobe options, expressions and poses that feel natural rather than stiff. You leave with images that hold up in every professional context where your credibility is on the line.
A personal branding session starts with a planning conversation. We map out your brand, your ideal client and what you need your image library to accomplish. The session is longer, more varied and produces a range of content you can draw from for months.
Both types of sessions are available at my studio in downtown Pleasanton. I photograph clients throughout the Tri-Valley and East Bay including San Ramon, Danville, Dublin, Livermore and Walnut Creek.
Frequently Asked Questions
What is the difference between a headshot and a portrait?
A headshot is a specific type of portrait focused on the face and professional presence. All headshots are portraits, but not all portraits are headshots. A portrait encompasses a wider range of subjects, moods and compositions.
Do I need personal branding photography or just a headshot?
If you need one strong image for LinkedIn or a bio page, a headshot is the right starting point. If you need a library of images to support a website, a content strategy or ongoing marketing materials, personal branding photography is the better investment.
How long does a headshot session take?
A headshot session at my Pleasanton studio typically runs 30 to 90 minutes depending on the package you choose.
How long does a personal branding photography session take?
A personal branding session typically runs two to four hours and includes a planning conversation before the shoot date.
Where is your photography studio located?
My private studio is at 4725 1st Street in downtown Pleasanton, CA. I work with clients throughout the Tri-Valley and East Bay including San Ramon, Danville, Dublin, Livermore and Walnut Creek.
Ready to Get This Right?
Whether you need a strong professional headshot or a full personal brand image library, I would love to talk through what makes sense for where you are right now.
I have spent 26 years photographing executives, entrepreneurs and professionals throughout the Tri-Valley and East Bay who are ready to show up well in every context, including the ones they are not in.
How often should I update my headshot?
Your headshot is out there right now. On LinkedIn. On your company website. In your email signature. It is representing you in every room you are not in.
The question is not whether it matters. The question is whether it is still telling the right story.
After 26 years photographing professionals throughout the Tri-Valley and East Bay, I have seen what an outdated headshot costs people. Not just in missed first impressions, but in the quiet gap between who someone has become and who their photo says they are. That gap is more visible than most people realize.
The General Rule
Update your professional headshot every two to three years.
That is the baseline. But the calendar is only one factor. There are specific situations that make sooner the right answer, regardless of when you last had photos taken.
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7 Signs It Is Time to Update Your Headshot
1. Your appearance has changed.
Hair color, weight, glasses, age. If someone meets you in person and does a double-take because you look noticeably different from your photo, that is a problem. It creates a moment of doubt before you have said a word.
2. Your role or title has changed.
A headshot that fit you as a mid-level manager does not always fit you as a VP or a founder. Your image should reflect where you are now, not where you were three years ago.
3. Your industry or positioning has shifted.
If you have pivoted your business, changed industries or repositioned your personal brand, your headshot needs to keep pace. The right photo for a startup founder looks different from the right photo for a corporate executive, even if it is the same person.
4. You are embarrassed to share it.
This one is simple. If you hesitate before handing someone your business card, skip adding your headshot to a speaker bio or avoid updating your LinkedIn because you do not want people to see the photo, that hesitation is costing you.
5. It was taken at a conference, with a phone or by a friend.
These photos tend to have the same problem: no direction. A great headshot requires someone who knows how to coach you through expression, posture and presence. Lighting and a nice background are not enough on their own.
6. The background or style looks dated.
Trends in headshot photography shift over time. Overly soft focus, heavy vignetting, extremely dark low-key lighting that was popular a decade ago can date a photo immediately. A current headshot communicates that you are current.
7. It has been more than three years.
Even if nothing obvious has changed, your face changes gradually. Three years is a long time. A fresh photo taken by someone who knows what they are doing will almost always outperform a three-year-old one.
What an Outdated Headshot Actually Costs You
Most people think about a headshot as a box to check. Take the photo, upload it, move on.
What I see after 26 years is that your headshot is a standing first impression. It is being evaluated by potential clients, hiring managers, collaborators and connections every single day without you knowing it.
An outdated or low-quality headshot does not just fail to help you. It actively works against you. It signals that you have not invested in your own image. For professionals whose credibility is their currency, that is a meaningful cost.
The good news is that it is also one of the easiest things to fix.
What Makes a Professional Headshot Worth the Investment
Not all headshots are equal. The difference between a photo taken at a corporate event and one taken in a professional studio comes down to three things: lighting, direction and expertise.
Studio lighting is specifically designed to be flattering and consistent. Expert direction means you are coached through expression and posture throughout the session, so the final image looks natural rather than forced. And a photographer who specializes in headshots brings a level of focus that a generalist simply does not have.
I work with executives, entrepreneurs and professionals throughout Pleasanton, Danville, San Ramon, Dublin, Livermore and the broader Tri-Valley. Every session begins with a conversation about where these images need to work and what they need to say. That strategy shapes everything that follows.
Ready to Update Yours?
If any of the signs above sound familiar, the answer is probably yes.
Book your session here or request a consultation to find the right option for where you are right now.
Nina Pomeroy is a headshot and portrait photographer based in downtown Pleasanton, CA with 26 years of experience and 500+ five-star reviews. She serves professionals throughout the Tri-Valley and East Bay from her private studio at 4725 1st Street.
5 Signs Your Professional Headshot Is Costing You Opportunities
There is a version of you that shows up on LinkedIn, on your company website, in your email signature and in search results before you ever say a word. Most people set it up once and forget about it.
That image is working right now. The question is whether it is working for you.
After 26 years of photographing professionals across the Bay Area, I have heard every version of "I keep meaning to update mine." I have also seen what happens when people finally do. The difference a single image makes is not subtle.
Here are five signs the headshot you have right now is costing you more than you think.
1. You Hesitate Before Sharing Your LinkedIn Profile
This is the one most people recognize immediately when I say it out loud.
You are in a conversation, someone asks for your LinkedIn, and there is a split second of hesitation. Not because you do not want to connect. Because you know what they are about to see.
That hesitation is information. Your headshot should never be something you apologize for or explain away. If you are prefacing it with "I know I need to update my photo," you have already answered the question.
2. Your Headshot No Longer Looks Like You
Headshots age faster than people expect. A photo that felt current three years ago often reads as dated today, not because the image is bad, but because you have changed.
A new role, a different style, a shift in how you carry yourself professionally. Your image should match who you are right now, not who you were when you were still building toward where you are today.
If someone meets you in person after seeing your headshot online and does a visible double take, it is time.
3. It Was Not Taken by a Headshot Specialist
There is a meaningful difference between a photographer who does headshots and a photographer who specializes in them.
A wedding photographer, a family portrait photographer or a talented friend with a good camera will often produce an image that looks fine. Fine is not what your reputation needs.
Headshot photography is a specific discipline. It involves understanding light for facial structure, directing expression without stiffness and knowing exactly what a professional image needs to communicate in a thumbnail, a print and everything in between. Specialization matters here more than most people realize before they have seen the comparison.
4. Your Photo Does Not Reflect Your Current Level
This is the sign that surprises people most.
You have put in the work. You have moved into leadership, built a practice, grown a business or established a reputation in your field. And your headshot still looks like it was taken when you were three positions ago.
The people you are trying to reach form an impression before they ever speak to you. That impression should reflect the professional you are today, not the one you were when you were still figuring it out.
Your image should carry the same weight your reputation does.
5. You Keep Putting It Off
This one is the most honest sign of all.
Most professionals know their headshot needs updating. It stays on the list because it feels like a vanity project, or because they are not sure they will like the results, or because the last session was uncomfortable.
Here is what I know after photographing thousands of professionals: the discomfort is almost always about anticipation, not the session itself. My clients regularly tell me they expected to hate it and ended up with images they are genuinely proud of. Getting there starts with booking the appointment.
What to Do Next
If two or more of these signs sound familiar, your headshot is working against you. The fix is straightforward.
A session at my private studio in downtown Pleasanton takes about an hour. You leave with images that reflect who you are at your best, without the stiffness most people associate with professional photography.
I work with executives, entrepreneurs and professionals throughout the Tri-Valley including Pleasanton, San Ramon, Danville, Dublin, Livermore and Walnut Creek.
Book your session here or contact me to talk through what you need.
Frequently Asked Questions
How often should I update my professional headshot?
Most professionals benefit from updating their headshot every two to three years, or sooner after a significant change in appearance, role or personal brand direction.
What makes a headshot photographer different from a general portrait photographer?
A headshot specialist focuses exclusively on professional portraiture. That means specific training in expression coaching, professional lighting and understanding what makes an image work across digital and print contexts.
How long does a professional headshot session take?
At my Pleasanton studio, most sessions run between 45 minutes and 90 minutes depending on the number of looks and the scope of the session.
Where is your headshot studio located?
My private studio is at 4725 1st Street in downtown Pleasanton, California. I serve clients throughout the Tri-Valley and greater East Bay.