Costco Curbs In The NY Times with Conor Dougherty. May 31. 2026. Mostly Skateboarding Podcast.

Mostly Skateboarding1h 2mMay 31, 2026
AI-Generated Summary

The most haunting moment in skateboarding isn't a perfect trick or a viral clip—it's the quiet, unspoken awareness that you might never do a trick again. In a deeply personal conversation with Patrick, journalist Conor Dougherty reflects on the emotional weight of 'last times'—the final session with a friend, the last time you land a 360 flip, the last time you see someone you thought you’d always have. These moments, he argues, are where skateboarding’s true power lies: not in athleticism, but in presence. He recounts how a chance reunion with a former skating partner at Costco—after decades apart—became a meditation on impermanence, loss, and the bittersweet beauty of fleeting connections. Dougherty also challenges the myth of skateboarding’s 'golden age,' questioning why younger generations aren’t pushing the sport forward as they should, and why the industry still glorifies elite performance over community. His most radical insight? That the real magic of skateboarding isn’t in the tricks—it’s in the shared, imperfect, everyday act of showing up with friends, even when you’re no longer the best.

Key Takeaways
1

The most powerful skateboarding moments aren't about tricks—they're about being present in the last time you do something.

2

You don't need to be the best to belong to skateboarding—what matters is showing up, staying connected, and being part of the scene.

3

Skateboarding’s greatest cultural contribution isn't the stunts—it's the community, the shared spaces, and the mentorship of shop owners like Victor.

4

The fear of your last trick isn't about failure—it's about accepting that your body, your identity, and your past are changing.

5

Skate shops are more than retail—they're cultural hubs where shop owners take on the role of mentors, guardians, and moral anchors.

…and 3 more takeaways available in PodZeus

Chapters
20:00
3 min

The Last Time You See a Friend

You're off skating with your friend. You just kind of say, oh, later, let's hang again. And you might never see them again.

Highlight
23:44
4 min

The Last Conversation with Victor

I told him all this shit I wished I had told him earlier in life. I mean, it's the thing everyone says, right? But I was like, you know, I just really appreciate you kind of guiding us.

Highlight
28:52
2 min

Skateboarding as a Realistic Way to Move Through the World

Conor argues that skateboarding teaches a unique acceptance of impermanence—spots get jackhammered, buildings change, and you just move on. Unlike other sports, skateboarding’s arenas are owned by others, so you learn to let go.

33:43
2 min

The Generational Shift: Are Kids Killing the Old Guard?

Conor expresses concern that younger skaters aren’t pushing the sport forward as aggressively as his generation did. He questions why companies like Deluxe and Spitfire still dominate, and why the culture feels stagnant.

35:59
2 min

The Last 360 Flip

There is this thing where I'm like, maybe that's the last one. You know what I mean? And I go through this weird exercise each time almost as a clarifying thing.

Highlight
High-Impact Quotes
So there is something so incredible about you're off skating with your friend. You just kind of say, oh, later, let's hang again. And you might never see them again.
Conor Dougherty23:06
And me and Peter were like, I literally remember saying to Peter, I was like, is this it? Like we're skating this like half the height of a curb manual pad and it feels hard. And I don't even know what the hell this is.
Conor Dougherty48:52
When me and Victor had our last conversation, I told him all this shit I wished I had told him earlier in life. I mean, it's the thing everyone says, right? But I was like, you know, I just really appreciate you kind of guiding us.
Conor Dougherty25:35
Speakers

Host

Patrick

Guest

Conor Dougherty
Topics Discussed
last time95%skateboarding community90%skate shop owner88%impermanence in sports85%aging and skateboarding82%skateboarding as transportation78%generational shift in skateboarding75%mental health and skateboarding70%
People & Brands

Conor Dougherty

person

12xNeutral

Victor

person

12xPositive

Patrick

person

10xNeutral

EMB

place

4xPositive

David Chaikin

person

4xNeutral

Jason Filippo

person

4xNeutral

Spitfire Wheels

product

3xPositive

Costco

organization

3xNeutral

Shih Tzu

other

2xPositive

Humidity Skate Shop

organization

1xPositive

Start discovering podcast insights today

Start with a 7-day trial and explore a growing catalog of popular podcasts. No credit card required.

No credit card required • 7-day trial • Cancel anytime