Most people think a headshot is about today.
You need a photo for LinkedIn. A new website. A conference bio. Maybe a press feature or podcast appearance. So, you book a shoot because you need something current.
That makes a lot of sense.
But here’s a different way to think about it.
A good portrait isn’t just about who you are today. It shapes how people see you for the next few years.
In many cases, that single image becomes the visual shorthand for your reputation. Your personal brand.
The Photo That Follows You Everywhere
Once you have a professional portrait, it starts travelling.
It appears on your LinkedIn profile. Your company website. Speaker bios. Media coverage. Consumer and industry directories. Event programmes. Social media profiles.
Sometimes, it shows up in places you didn’t even expect.
Someone organising an event might copy it from your LinkedIn page. A journalist might use it for a press article. A conference host might place it on a screen behind you as you walk on stage. Surprise!
Suddenly, that one image is doing a lot of heavy lifting.
And it might keep doing that work for years.
That’s why a strong portrait is less about documenting the present moment and more about representing the version of you that people will come to recognise over time.
Your Photo Becomes Your Public Face
Think about the people you follow or work with professionally.
You probably recognise their faces instantly from their profile photos. Even if you’ve never met them in person.
That familiarity matters.
When someone sees your photo repeatedly across different platforms, your face becomes part of your professional identity. It builds recognition. It reinforces credibility.
Over time, the image and the reputation become inherently linked.
That’s why the best portraits tend to feel natural, confident, and consistent with how someone actually shows up in the world.
If the photo feels forced or overly staged, it creates a strange disconnect.
People sense it, even if they cannot quite explain why.
The Version Of You That You Want To Show
When I photograph professionals, one question often sits in the background. Who are you becoming?
Not in some grand philosophical sense. I don’t tend to do philosophy. But in an entirely practical sense.
Are you stepping into a leadership role? Growing a business? Becoming more visible in your profession? Speaking more, writing more, putting your ideas out into the world?
If so, your portrait should support that shift.
The photo doesn’t need to look intimidating or overly polished. In fact, those approaches often backfire. But it should reflect the level of confidence and credibility you want people to associate with you.
Think of it as photographing the version of you that’s already there, just on a really good day.
Relaxed. Comfortable. Clear about what you do.
The Five-Year Test
A simple way to think about your next portrait is to apply what I call the five-year test.
Ask yourself this question.
If this photo follows me around the Internet for the next five years, would I be happy with that?
Would it represent me well when someone first discovers my work?
Would it still feel like the right version of me a few years from now?
If the answer is yes, you’re probably on the right track.
If the answer feels uncertain, the photo may be too casual, too dated or simply not quite aligned with where you’re heading.
The Role Of Confidence
One of the biggest differences between a quick snapshot and a thoughtful portrait is confidence.
When people feel comfortable during a shoot, it shows. Their expression softens. Their posture changes. They look more like themselves.
That’s rarely something that happens in the first thirty seconds. It can, but rarely.
It usually takes a few minutes of conversation, small talk, dad jokes, small adjustments, and a bit of gentle guidance.
Once that moment clicks, the photos change completely.
You can see the difference immediately. It’s the point where someone stops performing for the camera and simply shows up as themselves.
Those are the images that tend to last.
A Small Decision With Long Reach
Updating your portrait might feel like a small task.
But the image you choose can shape how thousands of people first encounter you over the coming years.
It becomes the visual introduction to your work and your ideas.
So, when you next think about updating your headshot, it’s worth pausing for a moment.
Don’t just ask whether you need a new photo.
Ask whether the image you’re using represents the person you are becoming.
If it does, keep using it with confidence.
If it doesn’t, it might be time to create one that will serve you well for the next five years and beyond.



