Overnight Success

A podcast about the founders, the innovators, and the remarkable people in the cycling industry and the stories about the icons they've created. Escape Collective is member-funded. If you like this podcast please consider supporting us by becoming a member: https://escapecollective.com/member/

  1. The remarkable life of Phil Liggett (replay)

    2D AGO

    The remarkable life of Phil Liggett (replay)

    In this episode replay, I speak to Phil Liggett about how he got his start in commentating, how he met Paul Sherwen, how he’s been doing since Paul’s untimely passing, about his relationship with Lance Armstrong, and the cut-throat nature of his position at the top of his profession. Liggett is undeniably the most recognisable voice in cycling and his dulcet tones have brought the sport we all love into the mainstream through his ‘Liggetisms’, through his descriptions of châteaux, and through his partnership with co-commentator Paul Sherwen. Many enthusiasts say that Phil is long past his prime and should retire. There’s no denying that the media landscape is a very different place now than it was when Phil started commenting — before many of us were even born. But Phil has witnessed and called so many of cycling’s most significant and historic moments; moments that made us all jump out of our chairs with excitement. You have to thank Phil for being part of those memories. Personally, I bookmark my years by who won the TdF in that particular July, and Phil and Paul’s voices are part of that. Phil is now 76 years old and has been commentating since the late 70s. Think about that. His impact on the sport and his pioneering role have been tremendous. These days, while he might get some details wrong while calling a race in front of millions of people, I call tell you first-hand through many interactions with him that he’s still sharp as a tack. And as much as you don’t want to hear it, his commentary isn’t really for you or me, the hardcore cycling fans – it’s for the people who immerse themselves in the Tour de France once a year, and who still love him. From aspiring pro bike racer, to journalist, to commentating with Paul Sherwen for 33 years, Phil is now in the twilight of his career. I sat down with him to hear how he got started, and to learn about some of his struggles along the way.

    57 min
  2. Building Gravel Burn

    11/30/2025

    Building Gravel Burn

    Last month, I traveled to the Great Karoo in South Africa for the inaugural Nedbank Gravel Burn. It is the latest brainchild of Kevin Vermaak, the man who built the legendary Cape Epic. I cannot overstate how spectacular the experience was for me. While the riding was incredibly challenging, the event's culture was the true standout. It was a rare leveling of the playing field: World Tour pros like Tom Pidcock. Ashleigh Moolman-Pasio, and Alison Jackson,  Ivan Glasenberg’s cohort of Glencore billionaires, all telling the same war stories from the road around the campfire and and dinner tables as us weekend warriors. Pretentiousness was left at the gate. For a week in the Great Karoo, we shared the same tents, the same food, and the same challenges. Typically, on this show, I wait for a business to mature for at least ten years before we profile it, afterall, an overnight success takes about a decade to buid. but given Kevin’s track record and the instant impact of this event, I’m breaking my own rule. I have no doubt Gravel Burn will quickly become a fixture on every cyclist’s bucket list. In this episode, we aren’t just talking about the ride; we’re dissecting the business model of an event like this, the critical choices made, and where it goes from here. Here is my conversation with Kevin Vermaak. If you like this show and want to support it so we can continue, please head to www.escapecollective.com/join and become a member.

    1h 10m
  3. Building TrainingPeaks

    08/20/2025

    Building TrainingPeaks

    In 1999, Joe Friel was drowning in faxes. The legendary cycling coach, later author of The Cyclist’s Training Bible, had 72 clients sending training data every Monday. His desk was buried under paper. His son Dirk, then racing in Belgium, figured there had to be a better way. Over beers at The George in Vail, Dirk convinced his best man—and the only web developer he knew—Gear Fisher, to build a solution. Dirk paid him $3,000. That handshake deal became TrainingPeaks, now the go-to platform for endurance athletes, from amateurs to Tour de France winners. If you’ve worked with a coach or followed a structured plan, you’ve likely used TrainingPeaks. What stood out to me while researching this story is that TrainingPeaks wasn’t built primarily for athletes. Their real customers are coaches. That focus, counterintuitive at the time, turned a simple web tool into a 300-person company that now stretches beyond endurance sports into areas like virtual cycling and even music education software. This story is personal for me. Friel’s Cyclist’s Training Bible changed my life three decades ago. Back then, I’d wait by my inbox for his UltraFit newsletter, one of the few reliable training resources for everyday cyclists. In this episode, you’ll hear the founding story of TrainingPeaks directly from Joe and Dirk Friel, along with co-founder Gear Fisher, who ran the company for 20 years. It’s about solving your own problem, knowing your real customer, and how three guys with no business plan built a cornerstone of modern endurance sports. If you enjoyed this and want to hear more, please become a member of Escape Collective by joining here:  https://escapecollective.com/join

    1h 46m
4.8
out of 5
96 Ratings

About

A podcast about the founders, the innovators, and the remarkable people in the cycling industry and the stories about the icons they've created. Escape Collective is member-funded. If you like this podcast please consider supporting us by becoming a member: https://escapecollective.com/member/

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