Good Luck With That: A Podcast About Skateboarding

Good Luck With That: A Podcast About Skateboarding

A weekly show centered on women and gender-expansive skateboarding, highlighting past, present, and future stories that rarely get the mic. Part cultural record, part real-time news brief, and part holding space for harder-to-hear truths where context and nuance can live.

Episodes

October 2, 2026 • 41 mins

Maddy Brown, better known as WNBA Data, joins us to talk WNBA playoffs, making statistics interesting, what the numbers can (and can’t) tell us about sports, and the growing role of data in women’s sports.

Then we bring it back to skateboarding: an industry that has historically relied less on data and more on “seems right,” and look at the value women and gender-expansi...

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Rosie Archie joins us to talk about growing up in Canim Lake First Nation, finding skateboarding, building community and starting Nation Skate Youth. Plus, the 11th annual Stop, Drop & Roll goes down in Vancouver this weekend. Thank you Rosie!

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September 18, 2026 • 48 mins

From learning how to kickflip the second time she ever skated in flip-flops, as one does — to representing the Philippines at the Olympics, Margielyn Didal has had an incredibly impressive skateboarding career.

Margie joins us to talk about growing up in Cebu, competing before she owned a skateboard, SLS, X Games, winning the Asian Games, making the Tokyo Olymp...

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  • Red Bull Bowl Rippers Marseille 
  • Rockstar Energy Open 
  • SLS Tempe Takeover 
  • Paige Heyn x Phoenix Mercury 
  • The Bunt Jam 
  • Unity Fest + Exposure 
  • Secret Lynn — Thief of Joy 
  • Kylie Frank and Werka Choromańska new Etnies promo video 
  • Slam Skateboarding x Big Heart’s State of MindChina trip - Felicity Turner & Liv Lovelace
  • Liv Lovelace + New Balance Southerly ...
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September 2, 2026 • 57 mins

Beatrice joins us to talk about growing up in Florida, finding her place in skateboarding, the complicated weight of being the first, leaving FA, and starting something new Desire 2911. Plus, a little bit of New York vs. San Francisco skating. 

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August 21, 2026 • 49 mins

Revisiting when Leo Baker joined GLWT. 
This episode covers a lot of ground.

Two-time Super Crown champion. Eight X-Games medals. First trans person to have a signature shoe on Nike. A body of work and video parts that we're still talking about. 

We get into being shaped by an industry that decided what was “marketable,” and the cost of surviving inside it. Walking away from the Olympic pat...

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August 7, 2026 • 36 mins

Ashley and Alex catch up with Amelia Brodka to talk life on the road with the X Games League, broadcasting skateboarding, the league’s inaugural season, the changing business of competitive skateboarding, her own X Games origin story, the return of vert, and what’s ahead for Exposure.

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August 3, 2026 • 47 mins

This week Ashley, Nora, and Alex catch up after a busy stretch of travel to cover the X Games League finale, Sky Brown's historic week, bad internet opinions, and one tiny wet hippo.

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July 24, 2026 • 67 mins

We've had a lot of new listeners finding the show lately, thank you! It felt like the right time to revisit one of our favorite conversations with Alexis Sablone.

One of the most respected to ever do it. Chiseled into our skateboarding Mt. Rushmore. We talk process to obsession, where it helps and where it gets in the way. Early childhood attempts at Frankensteining the perfect specimen (via bugs). The tim...

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July 17, 2026 • 56 mins

Lau Willems is having a breakout year. We talk about growing up skating in Belgium, leaving a career in engineering, and going all-in on skateboarding. We also get into the story behind her L.A.U. Unity part, filming Postcards From Lisbon with Adidas, navigating online hate, joining THERE, and what comes next.

See omnystudio.com/listener for privacy information.

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July 10, 2026 • 18 mins

- Rockstar Energy Open — Video Qualifier Open. (Ria Tanno Breakout video submission)

- Jackalope Canada preview

- Adjacency Bias Conference

- Street League Takeover: Rio & Tempe

- World Skate adds Vert World Championships. Could Vert become an Olympic discipline?

- X Games League.— Sacramento & Chiba recap, Championship Finals next week in New Orleans

- Shout out Amelia Brodka appreciation corner

- Postcards Fro...

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June 26, 2026 • 59 mins

News Desk

  •  Chloe Covell wins the first Olympic qualifier of the LA 2028 cycle in Rome
  • First-ever Women of Washington takeover at Washington Street
  • X Games League debuts in Sacramento on June 26
  • Show & Tell

Ariana Spencer joins GLWT. We talk about moving from the Midwest to California with her young daughter and betting on herself to become a professional skateboarder. Everything from Jacuzzi vs Converse trips, f...

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June 19, 2026 • 41 mins

World Skate Rome Podium: Mizuho Hasegawa — 96.33 - Highest Score in WST Women's Park History!

-Rayssa Leal Named to TIME100's List of the Most Influential People in World Sport

-The Una Farrar Half Cab Wafflecup

-Thrasher x Spitfire Presents SF Burning : Elissa Steamer, Breana Geering, Una Farrar

-SQUEAKY — Bill Strobeck : Efron Danzig & Orin Curtis

-Abnormal Communications: Ep. 6 : Jenn Soto & Anna Shea

-Jenke...

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June 16, 2026 • 43 mins

Cata Díaz left Chile at 18 with a three-month visa and never went back. She's been building a life city by city ever since — Barcelona, London, Los Angeles, Miami, and now New York. She talks about finding skateboarding through a skate shop job at 16, surviving cancer at 22, and what it took to get back on a board after chemotherapy.

Plus: astrology and tarot as a practice versus as a superstition, and all the emotions in bet...

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June 5, 2026 • 33 mins

Born and raised in Queens, Elisa Martini is holding it down at NYU while spending every spare minute chasing clips and hunting for spots. We talk about growing up first-generation Albanian, balancing school and skating, and why the love of skateboarding has very little to do with a name on a board. Let's go Knicks. Plus, it's back tail summer.

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May 29, 2026 • 43 mins

Ruby Lilley — Today Tomorrow Forever pro part. Jessie Darnall makes her debut. 

Fiona Wessely — Phi Phi. 

Lau Willems insane new part for THERE. 

Ciel Carillo sums up her recent footage with the quote of the week: “I moved to SF, and it’s brutal and awesome.”

Plus: the ASICS women’s video project is heating up, World Skate Rome is around the corner, and we're making podium predicti...

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May 22, 2026 • 54 mins

- Wheels of Fortune 13 

1. Niko Sugimoto

2. Hina Maeda

3. Evie Prichard

- Skateboarding Hall of Fame inducts Alexis Sablone and Vanessa Torres

- Leo Baker's new part for Tacky Joy Factory: Dead Name

Then we get to know our new favorite PRO Ruby Lilley — All Terrain Trying — out now.

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We got the band back together. Just the crew this week, catching up before heading to WOF.

- Ruby Lily goes PRO for Foundation

- Kylie Frank wins the Olympic video contest

- THERE Skateboards on tour

And a viral parenting clip that broke the internet in maybe the worst way. Plus Nora's Muna concert review and so much more

Four wheels. Two axles. Xoxo, GLW...

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May 8, 2026 • 51 mins

Kristin Ebeling joins GLWT this week.First, we hit the news desk:

  • THERE Skateboards drops Oops
  • Red Bull’s Nowadays surf film featuring Sky Brown 
  • Is Mariah Duran on Vinyl?
  • Summer contest season officially begins and it's JAM packed
  • And why everyone should probably just go to Wheels of Fortune


Then we get into it with Kristin.Our Mother Teresa of skateboarding. Her history with Skate Lik...

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May 4, 2026 • 65 mins

Alexis Sablone joins GLWT.
One of the most respected to ever do it. Chiseled into our Mt. Rushmore. We talk process, obsession to perfectionism. Where it helps, where it doesn’t. Early childhood attempts at Frankensteining the perfect specimen (via bugs). And why skateboarding is just cool and it always will be.

See omnystudio.com/listener for privacy information.

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