What if the stories you tell yourself are the biggest thing holding you back?
In this episode of Hacks and Hobbies, Junaid Ahmed sits down with Jon Bassford, a former lawyer turned nonprofit founder, startup scaler, and organizational strategist, whose superpower is curiosity. Jon shares how being “the inquisitive kid who always sat with the adults” turned into a career of challenging the status quo, rebuilding cultures from the inside out, and helping leaders create teams that feel safe enough to innovate.
This conversation dives deep into psychological safety, ego, fear, and the silent stories that run our lives and our companies. From Google’s Project Aristotle to meditation, mindset work, and the book that helped Jon dismantle his shame, this episode is about what really changes when leaders stop pretending to have all the answers—and start getting genuinely curious.
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Curiosity as a superpower – How Jon discovered that curiosity was his core advantage and used it to transform organizations rather than just “do his job.”
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Beyond your stories – Why the limiting beliefs and inner narratives you carry are often the real constraints on your business and leadership.
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Psychological safety drives innovation – What Google’s Project Aristotle revealed about high-performing teams, and why trust and safety beat raw talent.
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Leaders must speak last – A simple but uncomfortable shift for CEOs that unlocks honest feedback, better decisions, and real innovation.
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Mindfulness and mindset as daily practice – How books, meditation, and continual learning helped Jon dismantle self-doubt and create a new reality.
5 Key Takeaways
Timestamps
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[00:00] Curiosity as a Superpower – Jon’s unconventional path from law school to launching nonprofits and scaling startups.
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[01:54] Challenging the Status Quo – How being “the curious kid” turned into a career of rethinking how organizations work.
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[03:09] Moving Beyond Your Stories – Redefining your life by rewriting limiting beliefs and internal narratives.
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[04:18] Curiosity, Safety, and Innovation – Google’s Project Aristotle and why psychological safety is the real competitive advantage.
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[07:59] Ego, Comfort, and Speaking Last – The leadership habits that kill curiosity—and the simple shift that changes the whole room.
Guest Links
jonbassford.com
https://www.instagram.com/jon_bassford
https://www.youtube.com/@JonBassford
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