Freelancer Fashion: Ann Friedman

Katie Capri

As the work day changes, the way people dress for a day’s work has too. Our new series is designed to provide insight into the alt-lifestyle of the freelancer. Now that “creative types” at the helm of the freelance revolution no longer need to hide their true colors under business causal dress codes, we wanted to see what they wear to work when their day job is free from public and professional scrutiny. And then share it with the public.

tea drinking gif

This pajama-clad look says, "Do you know the west coast is 3 hours behind and I haven't finished my coffee yet? stand back."

Ann Friedman does more than just write about politics, gender and culture from her Southern California home. Between reviewing Kim Gordon’s new memoir through an anti-Sandberg lens and telling tech bros to slow their roll in the name of good journalism, Ann finds time to stretch her infographic skills. Turning hobbies into revenue is the freelancer’s bread-and-butter and Ann manages to do so by infusing hand-drawn pie charts and calls to her long-distance bestie with her personal brand of writer’s wit.

I am a freelance journalist, which means I get paid to write columns for New York magazine‘s website and features and reviews and essays for a dozen other places. During any given work day, I answer a ton of email and take phone calls with editors and interview sources for various stories I’m writing. I tweet. I complete drafts of articles. I do boring business stuff like send invoices and harass people who haven’t paid me and meet with my accountant. I also send a weekly email newsletter and co-host a podcast, Call Your Girlfriend, every-other week.

ann friedman freelancer fashion

“I call this look “avoiding-my-editor chic.”

My beauty routine is showering and moisturizing. Takes about 10 minutes. Later, at the end of the workday, I put on lipstick and a bra before I leave the house. It’s the opposite of when I used to work in an office and looked forward to taking off my bra and lipstick at the end of the day.

Deadline Look

“Some weeks, I have eight deadlines and therefore a weak commitment to washing my hair and other matters of personal hygiene.”

An oversized button-up shirt and no pants if it’s warm outside and leggings if it’s cool outside. No makeup. Hair in topknot. Sometimes if I feel like I have to be super productive, I put on a cute outfit to to level up my work ethic to match.

ann friendman freelancer fashion

“Because leggings are for freelance overachievers. Also, because I live in Southern California.”

ann friedman freelancer fashion

“This is my editing shawl. When I worked in offices I was always cold, and would put on a shawl when things were about to get serious in Track Changes. I have maintained this tradition as a freelancer.”

I probably should have included at least one attractive photo of myself because these horrible things are now going to show up when people Google me, and I just know some jerk is going to use a sweatshirt photo of me as an author photo. I swear I do wear nice clothes sometimes, like when I work in coffee shops and when I have meetings. And at the end of the work day, when I leave the house.

ann friedman freelancer fashion

“TA-DA a photo of me dressed as a real human!”

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