The Trailhead

• How DJ Romy Ancona Became Ultrarunning's Party Planner

  Romy Ancona is a DJ, trail runner, and the force behind Broken Arrow's famously joyful finish line. Born in Cozumel and now based in Colorado's Roaring Fork Valley, Romy learned to mix on a trackpad on their mom's Windows laptop before somehow landing their first gig at a Maxim Magazine party in Hollywood. These days, they split time between spinning tracks on the mountain and chasing vertical on skis and trails. In this conversation, Romy talks about shedding DJ ego, their work on Broken Arrow's inclusivity advisory council (think glitter, bubbles, and rainbow slip-and-slide dreams), and how a 2022 accident that broke their back reshaped their relationship to running. As they put it: as much as moving hurts, not moving hurts more. Plus: the lost art of the mixtape, why they watch pro paintball on the treadmill, and a running playlist spanning Celia Cruz to Limp Bizkit. This episode is brought to you by Running Warehouse, your source for jackets, gloves, headlamps, and reflective gear to get you through the dark, cold months.  Race Spotlight: Registration is open for the Mount Mitchell Heartbreaker—50 miles and 12,000+ feet of climbing through stunning North Carolina single track. Sign up at ultrasignup.com.

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• Lindsey Freeman on Why Running Is a Practice (and What That Actually Means)

  Lindsey Freeman is a sociologist, writer, and lifelong runner whose book Running offers a feminist and queer reading of the sport. In this conversation, Zoë and Brendan talk with Lindsey about what it means to treat running as a practice, becoming yourself through repetition, staying soft, and trusting that showing up matters even when outcomes don't. The conversation moves through ideas like the magic circle that makes it acceptable to try really hard in public, the growth of queer run clubs, and the strange emotional math of caring deeply about things that often disappoint you. There's also a delightful tangent about Stuart Murdoch of Belle and Sebastian being a serious runner. Lindsey's advice for writer's block and bonking alike? Have a snack and come back tomorrow. Get her amazing book here.  This episode is brought to you by Fast Pickle—grab-and-go pickle juice shots at fastpickle.com—and Tantrums, makers of the Crest 6 hydration pack at tantrums.run. Plus: Ultra Trail Drakensberg in South Africa is now open for registration at ultrasignup.com.

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• Raziq Rauf on Running Culture and What Really Matters

  Raziq Rauf didn't set out to become a running writer, he set out to avoid burnout as a music journalist covering London's metal and hardcore scene. Now, through his newsletter Running Sucks, he brings that same critical eye to the running industry, asking where authentic culture ends and brand activations begin. We talk about his transition from music journalism to running writing, how to spot the difference between meaningful community and manufactured hype, and discover there's exactly one death metal cowboy concept album in existence, the perfect metaphor for niche subcultures like running. This episode is brought to you by Running Warehouse, helping you stay warm and visible through winter with jackets, headlamps, and gear that keeps you honest about getting out the door. Our featured race is the Zion Ultras on April 11th, 2026, five distances through desert mesas with thousand-foot sandstone cliffs. Registration closes April 8th at UltraSignup.com.  The Trailhead is part of the UltraSignup Podcast Network.

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• Nick Thompson on Running, Fatherhood, and Staying Fast at 50

  Nick Thompson has spent his life chasing big stories and finish lines. The CEO of The Atlantic and author of The Running Ground joins Zoë and Brendan to talk about running through life's hardest moments, from a cancer diagnosis at 30 to balancing elite training with parenthood and a high-powered media career.  Together, they explore why running became Nick's anchor through chaos and change, the strange parallels between journalism and endurance sports, and the lessons he learned from his father, and why he runs to not become him. They talk about what aging athletes get wrong about decline, the emotional threshold of a "real" ultra (and the world's shortest one), and how Nick manages to fit sub-three-hour marathons into a 60-hour work week. Along the way, Zoë and Brendan share their own thoughts on parenting as endurance training, finish-line family moments, and why run commuting deserves a comeback.  The Running Ground: A Father, a Son, and the Simplest of Sports is out now from Penguin Random House. Sponsored by: LMNT, stay hydrated year-round with a free sample pack at drinklmnt.com/ultrasignup.  Featured Race: Peacock Gap Trail Run — a love letter to Bay Area trails at China Camp State Park.

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• Jared Beasley on Laz Lake, the Endurance Artist

  What kind of person dreams up the hardest race on earth, and then follows it up with one of the weirdest? This week on The Trailhead, Zoë and Brendan dive deep into the mind of Lazarus Lake, the man behind both the Barkley Marathons and Big's Backyard Ultra. Our guest, author Jared Beasley, joins to talk about his new book on Laz, unpacking the mystery, mischief, and mythology that made one man's backyard into a global endurance phenomenon. We explore what drives people to suffer on purpose, why Laz's races capture our collective imagination, and what they say about the culture of ultrarunning itself. 🏃‍♀️ Featured Race: Yankee Springs Winter Challenge — 50K, 25K, 10K, and 5K distances in Middleville, Michigan on January 3, 2026. A beautiful, snowy loop through Yankee Springs State Recreation Area. Fast course, frosty singletrack, and plenty of aid. 👉 Register now on UltraSignup. 👟 Presented by: UltraSignup, check out all our podcasts! 💥 Sponsored by: Running Warehouse — your source for the best shoes, gear, and deals in trail and ultrarunning.

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