After decades of daydreaming and trepidation, I decided it was finally time to learn to skate. I was born and raised in Southern California, so not learning how to carve down streets or drop into bowls was a bit like growing up in Vermont and never skiing. I’d always meant to pick up skating sooner or later. I just never did.
As I’ve gotten older, learning new hobbies or skills has become exponentially more intimidating. What if I hurt myself, or look like an idiot while hurting myself or, worst of all, waste a bunch of my valuable time looking like an idiot and hurting myself? Nevertheless, I bit the bullet, and a week before my 30th birthday, I drove up to LA to have a lesson with the experts of GrlSwirl and came away with advice on how to do way more than just ollie.
If you haven’t heard of GrlSwirl yet, maybe a woman in your life has. Founded in 2018 in the notoriously intimidating skateboarding hub of Venice, California, the collective hosts weekly skates where women and members of the LGBTQ+ community come together and bond over their love of skateboarding, no matter their age or skill level. After five years, the nine-founder crew has gathered 300,000 Instagram followers, appeared on CNN, 60 Minutes and Oprah and collaborated with brands like Carver and Roxy. They’ve also founded chapters in San Diego, Paris and New York City.
Over the course of a few hours, I was able to grasp the basics of how to stand on the board, but that was the easy part. The real challenge, I soon discovered, was learning how to stomach the fine art of being bad at something around experts who are half your age.

“I think the biggest thing was showing up each day,” says Val, who has been skating since her early 20s and has been affiliated with GrlSwirl since 2020. “It didn’t matter how good you were, how bad you were, who you were, but that you showed up each day. Slowly, I got to know people and I progressed.”