Shows
The Steeper Path with Lenn PryorXiaolan Kruk: Money, Mapping, and the Courage to MoveAfter a bit of an unplanned hiatus, The Steeper Path is back in your ears. This episode features a guest who embodies the "steeper path" in more ways than one: Xiaolan (Charlene) Kruk.Charlene and I met nearly a decade ago when she was working for Samsung and I was working for Facebook (Meta). She has navigated a journey that would intimidate the most seasoned travelers, moving from Shanghai to Korea (mastering the language and the corporate culture at LG and Samsung), and finally to the United States. Her most recent breakthrough wasn't across a b...
2026-02-111h 30The Steeper Path with Lenn PryorJoel Burgess: Dancing Through AnnihilationWhat happens when the thing that defined you is taken away? When the path you were on disappears, and you're forced to discover who you are without it?Joel Burgess was known to everyone around him as a force of nature. A semi-pro rugby player who powered through life with sheer brute force and will. A big man with a big presence. The last one to leave the pitch or the pub after the match. Then a devastating injury at the peak of his career didn't just end his rugby dreams—it shattered the entire identity he'd buil...
2025-12-041h 19The Steeper Path with Lenn PryorHelen Parker: When Crisis Opens The Portal To A New PathWhat happens when a life-threatening health crisis becomes the greatest gift you've ever received?Helen Parker spent 14 years climbing the corporate ladder at O2 in the UK, building award-winning social impact programs while burning out repeatedly. Then emergency brain surgery in 2014 forced a complete stop—and became her portal to transformation.Today, Helen is a clinical hypnotherapist and co-founder of Experience Carnival, taking women on journeys of radical self-discovery through Brazil's Rio Carnival. Her Complete Confidence Method helps high-achieving women move from exhausting performance to embodied self-leadership.In this conversation, we explore:Th...
2025-10-311h 26The Steeper Path with Lenn PryorLeonardo Benitez: From Dig Sites to Digital WorldsFrom Ancient Temples to Digital Worlds: Leonardo Benitez's Journey from Archaeologist to Game Engineering LeaderWhat happens when a childhood obsession with Indiana Jones transforms into a career unearthing ancient mysteries and then pivots completely into building some of the world's most successful mobile games?In this episode, I sit down with Leonardo Benitez, Head of Game Engineering at Scopely, the studio behind the phenomenon that is Monopoly Go! But before Leo was helping build games played by millions, he was decoding the astronomical secrets of ancient civilizations across the Americas....
2025-10-201h 09The Steeper Path with Lenn PryorJohn Bartleson: From Hip-Hop History to Market RhythmsWhat happens when you build your career at the intersection of culture and technology — then walk away to start over? John Bartleson’s journey from MTV and Roc-A-Fella Records to Wall Street and New York’s DJ scene is a story of reinvention, risk, and staying true to yourself.John Bartleson stumbled into an internship at MTV during its cultural peak, bringing early knowledge of the internet to an industry that barely knew it existed. That insight launched him into a career at the crossroads of music, pop culture, and digital innovation—from Paper Magazine to Island Def Jam...
2025-10-091h 31The Steeper Path with Lenn PryorJames Lucas: Building Businesses That Don't Trap YouMost founders don’t fail because they lack talent or ideas. They fail because they build on someone else’s playbook. They are chasing speed, scale, and status instead of alignment.James Lucas has lived that reality. A repeat founder with a career spanning companies big and small, he’s helped scale startups, worked hands-on with early-stage teams, and learned the hard way what happens when you build on assumptions.That experience shaped his vision for Lunos: a founder-first partner that supports startups from idea to scale, helping entrepreneurs create businesses that actually work for them...
2025-09-111h 14The Steeper Path with Lenn PryorAndrew Molina: Four Strings, No LimitsUkulele virtuoso Andrew Molina joins host Lenn Pryor on the debut of The Steeper Path Podcast. We talk about passion, mastery, and choosing the harder road to create a life of meaning.The Steeper Path Podcast | EP 1 – Andrew MolinaWelcome to the very first episode of The Steeper Path Podcast, where we explore what it means to choose the harder road to greater goals in life and how alignment, not just achievement, leads to a more meaningful life.Host, Lenn Pryor, is an executive coach and author of the upcoming book Breaking Asphalt: Ch...
2025-09-041h 20The Steeper Path with Lenn PryorThe Steeper Path Podcast: Coming September 2025Join me on The Steeper Path as we explore stories of individuals who defied conventional success to find a different kind of fulfillment. This podcast is a guide for anyone ready to choose a life of flow and meaning over a life of simply chasing the clearer path to lesser goals.Follow The Steeper Path on social media for updates and behind-the-scenes content. LinkedIn: https://www.linkedin.com/in/lennpryor/ YouTube: https://www.youtube.com/@TheSteeperPath Website: https://www.lennpryor.com Produced by Lagom LLC | Hosted by Lenn
2025-08-2501 min
🧠 _#92 - You're Thinking Wrong About Your Career - Lenn Pryor (Executive Coach, Author) Podcast: The Work Item - Real Talk on Tech's Toughest Career Choices (LS 27 · TOP 10% what is this?)Episode: #92 - You're Thinking Wrong About Your Career - Lenn Pryor (Executive Coach, Author)Pub date: 2025-07-25Get Podcast Transcript →powered by Listen411 - fast audio-to-text and summarizationWe're often operating under the false illusion that the career track we have now is the career track that we somehow have to follow under any circumstances - it's easy to snap to common conventions around progression, where you work, and how you work. But...
2025-08-0347 min
The Work Item - Real Talk on Tech's Toughest Career Choices#92 - You're Thinking Wrong About Your Career - Lenn Pryor (Executive Coach, Author)
We're often operating under the false illusion that the career track we have now is the career track that we somehow have to follow under any circumstances - it's easy to snap to common conventions around progression, where you work, and how you work. But what if there's more to the "choose your own adventure" track that we do not know about?
To get to the bottom of this question, I sat down with Lenn Pryor, a seasoned executive who used to work at many well-known companies, but decided to carve out his own niche where he...
2025-07-2547 min
The 1 to ONE ThingEp. 83 - Breaking Asphalt: Finding Your True Path with Lenn PryorWelcome to the showIn this episode of The One-to-One Thing, I sit down with Lenn Pryor—former Silicon Valley executive turned transformational coach and author of Breaking Asphalt.Len shares his journey from 27 years in tech to walking away from it all in search of greater purpose. He explains how a simple quote—“We are kept from success not by obstacles, but by the clearer path to lesser goals”—changed everything and led him to explore why so many high achievers feel unfulfilled despite outward success....
2025-03-131h 14
The Elevated Coach PodcastCreating a Portfolio of Inspired Clients w/ Lenn PryorConnect with Lenn here:https://www.linkedin.com/in/lennpryor/Connect with Joel here:https://www.instagram.com/coach.joel.burgess/https://www.linkedin.com/in/coachjoelburgess/https://www.youtube.com/@coach.joel.burgessKey takeaways:Flow state is a state of pure alignment where everything comes together effortlessly.Flow state can be addictive, and there can be a crash that follows.Zen Buddhism emphasizes the importance of stillness and balance in accessing flow state.A great coaching session requires alignment, u...
2024-07-081h 17