Episodes: 103
Frequency: Every two weeks
Rating: 4.7/5.0
Estimated listeners: 1,000 - 10,000
Listener location: USA
YouTube: 33.4k subscribers
Instagram: 75.0k followers
Publicly listed emails
news@ultrasignup.com
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Zo Rom - Co-host focused on the people, stories, and cultural dimensions of trail running and endurance sports.
Brendan Leonard - Writer, filmmaker, and outdoor storyteller known for work centered on adventure, endurance, and the outdoors.
Oladimeji "Dim" Ajegbile - Beginning New Pursuits, Creative Process, Online Visibility, Running, Endurance Challenges, And Finding Meaning Beyond Achievement.
Margaret Glaspy - The Relationship Between Running And Artistic Practice, Discomfort, Training While Touring, Solitude, And Ultrarunning.
Sam Robinson - The Purpose And Inefficiency Of Distance Running, Type Two Fun, Friendship, Community, Parenthood, And Injury.
Heather Hansman - Women In Outdoor Adventure, Outdoor History, Landscape, The Heroine's Journey, And Cultural Narratives About Toughness.
Adharanand Finn - His 1,400-mile Running Pilgrimage Around Ireland, Running Cultures, Community, Endurance, Suffering, And Spirituality.
Why Do Trail Runners Dress Like This Now? Lee Glandorf on Race Whimsy, Bandanas, and Style
September 30, 2026
Lee Glandorf is a writer, brand marketer, former Yale rower, seven-year Tracksmith veteran, and the creator of The Sweat Lookbook, a newsletter about sports and fashion through the lens of the female athlete. In this conversation, Zoë and Brendan finally ask the question keeping them up at night: why is everyone dressed like it's 2003? (Bandanas. Oakleys. Boxy chore jackets with no discernible weatherproofing.) Lee makes the case that creative directors discovering trail running might be the ...
The Freedom of Being a Beginner with Oladimeji "Dim" Ajegbile
September 15, 2026
Oladimeji Ajegbile, known online as Hello Dim, went viral for filming bike rides through Edinburgh with his two-year-old son perched on the handlebars, narrating every tree and bus he sees. He's also a former architect, UX designer, startup founder, stay-at-home dad, and, as of last year, a runner who clocked a sub-50 10K on roughly two training runs and just finished his first half marathon with a 50K trail ultra on the calendar. Zoë and Brendan talk with Dim about why the toddler videos con...
Margaret Glaspy on Pain Caves, Typewriters, and Running on Tour
September 01, 2026
Singer-songwriter Margaret Glaspy joins Zoë and Brendan to talk about the strange and surprisingly rich overlap between running and making art. She shares how watching her mom run planted the seed early, growing up close to the Western States course, how Courtney Dauwalter and Addie Bracy helped draw her into ultrarunning, and why learning to sit with discomfort has changed far more than her athletic life. Margaret also talks about quitting social media, writing songs on a typewriter, finding...
Community Trail Running · Low booking difficulty · 1,000 - 10,000 listeners
Crack A Brew With AJW · Medium booking difficulty · 1,000 - 10,000 listeners
Distance To Empty · Medium booking difficulty · 1,000 - 10,000 listeners
The Next Aid Station · Low booking difficulty · 1,000 - 10,000 listeners
The Trailhead is hosted by Zo Rom and Brendan Leonard. Its publicly listed email is news@ultrasignup.com. For guest bookings, the host or producer is usually the best person to reach. Podseeker helps you find direct host and producer contacts and pitch from your own inbox.
The publicly listed email for The Trailhead: news@ultrasignup.com.
Podseeker estimates The Trailhead reaches 1,000 to 10,000 listeners per episode. Only the publisher has exact numbers.
The Trailhead typically books rising experts. Typical guest background: Published authors and journalists, accomplished trail or ultrarunners, artists and creators with a substantive running connection, or public figures with distinctive endurance-related experiences and perspectives. Common among recent guests: Published books or notable journalism; Awards or established professional recognition; A distinctive endurance achievement or running journey. Recent guests include Oladimeji "Dim" Ajegbile, Margaret Glaspy, and Sam Robinson.
Medium. Guests usually need solid credentials in the topic and an idea that fits the show.
Recent episodes cover Sports, Trail Running, Ultrarunning, Running Culture, and Outdoor Journalism. Pitch an idea tied to one of these topics and mention a recent episode.
Publicly listed emails
news@ultrasignup.com
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