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John Winsor

Entrepreneur, former publisher and ad-agency founder turned Harvard researcher focused on organizational innovation; longtime mountain athlete and storyteller who explores the 'explorer's mindset' and leadership.

Top 5 podcasts with John Winsor

Ranked by the Snipd community
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63 snips
Jun 25, 2025 • 30min

The Strategic Advantage of Tapping Freelancers

Join John Winsor, founder of Open Assembly, and Jin Paik, co-founder of the AI consultancy Altruistic, as they dive into the transformative role of freelancers in today's workforce. They discuss how technological advancements are reshaping talent strategies and why companies need to adopt flexible, project-based hiring. Generative AI tools are highlighted for their ability to enhance freelance efficiency, while the need for a cultural shift in how businesses integrate freelance talent is emphasized. Together, they explore practical steps for leveraging an external talent cloud to gain a strategic edge.
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40 snips
Jan 23, 2024 • 30min

What the New Freelance Economy Means for Your Talent Strategy

John Winsor, founder of Open Assembly and executive-in-residence at Harvard, teams up with Jin Paik, cofounder of AI consultancy Altruistic and visiting research scientist at Harvard Business School. They delve into the evolving freelance economy, discussing how organizations must adapt their talent strategies to embrace flexible, project-based work. With the rise of digital platforms and AI, they highlight the importance of creating external talent clouds and overcoming cultural roadblocks to leverage freelance expertise effectively.
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9 snips
Oct 15, 2025 • 32min

Reading and riding the AI wave: John Winsor on the value of flexibility

In this engaging discussion, John Winsor, a serial entrepreneur and Harvard Business School executive fellow, dives into the evolving world of work shaped by AI. He highlights how COVID accelerated the shift to freelancing and unbundled traditional jobs into flexible tasks. Winsor provides insights on why many AI initiatives falter and stresses the importance of leadership engagement. He also shares career advice for young graduates, emphasizing the value of curiosity and experimentation. Finally, he envisions a future filled with agile, entrepreneurial ventures enabled by AI.
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7 snips
Apr 27, 2024 • 43min

Talent in the Cloud: the Future is Open

John Winsor discusses leveraging global talent for business success, emphasizing the shift towards micro-entrepreneurs and freelancers. The future of work involves open workplaces and an abundant mindset. Companies must tap into cognitive surplus globally for task completion, reshaping traditional work dynamics.
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Jan 6, 2026 • 1h 19min

Voice of the Mountains: Brilliance is Abundant with John Winsor

John Winsor, an entrepreneur, Harvard researcher, and mountain athlete, explores the 'explorer's mindset' in a thought-provoking discussion. He shares his life adventures, from setting FKT records to overcoming personal tragedies, including his wife Bridget's struggle with bipolar disorder. Winsor emphasizes asking 'why not' instead of 'why,' and approaches challenges, like his prostate cancer diagnosis, with curiosity. He envisions a legacy of being a 'ghost in the machine,' advocating for presence over identity as the true measure of a fulfilled life.

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