Short answer: Whatever the hell they want.

Longer answer: Read below for clothing tips for trans, non-binary, queer, and gender non-conforming individuals about to have their photo taken.

I have a skincare regimen about eight bottles deep and it burns a $900 hole in my pocket every year. A small drop in the bucket compared to the $3.8 billion the entire US spent on anti-wrinkle creams last year. Why do I, like so many other women, spend so much money erasing wrinkles from my face and slowing the inevitable new ones from forming before I’m ready for them?

It’s a common question: do you smile in a business photo? Should I smile in my corporate headshot? For Gen Z this question might sound like a softball no-brainer question and they’d answer, “bet; you should smile this is brainrot content show your rizz.”

About nine years ago I took a fear of flying workshop because I was so scared of flying I couldn’t step onto a plane without crying NOPE NEVERMIND and walking right back through the jet bridge and asking the desk to refund my ticket. Now I fly everywhere, but more on that later. Let me start from the beginning.

As we close out 2025 OUR 20TH YEAR IN BUSINESS, watch this special message from the owner.

If you’re wondering if it’s time to update your LinkedIn photo, the time to update it probably passed months (or years) ago. You already know it’s due for a refresh, so let’s talk about why. We’ll cover what your headshot says about you, how it impacts your visibility, and even how it plays into LinkedIn’s job-search algorithms.

Does the use of AI in images created for content in social media and marketing campaigns create unrealistic expectations of beauty? Obviously. Completely AI generated images of humans who don’t exist are usually tall, thin, young, and have flawless skin and perfect teeth unless you program them otherwise.

Our friends at Cinema Femme asked me to share some of my old filmmaking stories for their magazine, and we ended up talking about an unexpected topic: the idea of following your dreams and passions as an unhealthy and possibly toxic idealization of selfhood.

This year is the 20th year for my small business and it’s got me thinking a lot about my grandfather and the businesses he ran. For years I thought I was a bit of a black sheep in the family for going out on my own as a gig worker then a small business owner instead of following the rules of a W-2. But it was my grandfather who brought entrepreneurship into the family.

I started Organic Headshots in the spring of 2005, exactly 20 years ago. Like most photo studios, it was just me that first year: one photographer, one camera, and one bucket of gumption to start my own business taking great photos of great people.

Now we’re one of the few photography studios in the country employing multiple full-time photographers.

One of the most common things people say before a session is, “I just want to look natural.”
Which sounds simple, right? But how do you look natural when you’re suddenly aware of your hands, your face, your posture, and the fact that someone is pointing a giant camera at you?

Let’s imagine you just shelled out a couple hundred dollars for professional photos and you take one look at them and throw up a bit in the back of your throat. This is everyone’s nightmare scenario and what keeps them from stepping into a photography studio.