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In this episode, joining Simon around the After Dinner Leaderrship table is returning guest Oscar Trimboli. The pair dive deep into the evolving role of AI and transcription technology in the art of listening. Together, they explore how these tools can either enhance or hinder our ability to truly connect and how our own energy shapes our listening presence.
Pull up a seat around the virtual dinner table and listen in for practical insights and reflections on how to stay fully present in a world of digital distractions.
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Joining Simon around the After Dinner Leadership table this week is Jared Keir — entrepreneur and founder of Fellow Humans.
They talk about what it means to chase impact over profit, the power of just getting started, and how building real connections can open doors. From honest lessons in starting out to how networks help us grow, Jared shares his take on leadership that puts people first.
Jared Keir
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In this episode of the After Dinner Leadership podcast, Simon is joined around the virtual dinner table by vocal facilitator and “empowerist” James Sills. Together, they explore the transformative power of music—especially singing—as a tool for fostering connection and authenticity. James shares three leadership lessons he wishes he’d learned earlier in his journey: it’s okay to be yourself, seek support when you need it, and setting clear boundaries.
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James Sills
Bantam of the Opera
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In this episode of After Dinner Leadership, Simon is joined around the After Dinner Leadership Table by university lecturer Andrea Di Vetta. With a front-line view from the lecture theatre, Andrea shares fresh insights into how young people see leadership and what they’re challenging us to rethink. They explore leadership misconceptions and the power of reflection in learning.
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Joining Simon around the After Dinner virtual table is author and thought leader Stephen M. R. Covey. Together, they reflect on the life lessons Stephen learned from his parents, including his father, Stephen R. Covey, and explore the transformative power of Trust.
They discuss building self-trust, the impact of keeping commitments, and the importance of extending trust as a leader, especially the courage it takes to go first.
Episode Links:
Speed of Trust
Trust & Inspire
Stephen M. R. Covey
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Joining Simon around the virtual After Dinner Leadership table is Rachel Varrilly Gierula, coach tutor and executive coach. In this episode, Rachel shares her inspiring journey from her previous career into the world of coaching, reflecting on the profound transformation that led her to where she is today. Together, they explore the power of coaching as a life skill, uncovering how it can unlock potential, deepen relationships, and empower others to thrive. Whether you're a leader looking to enhance your impact or someone curious about the art of coaching, this conversation offers invaluable insights and practical wisdom.
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To celebrate 100 episodes of The After Dinner Leadership Podcast, Simon gathers around the virtual dinner table to reflect on the podcast's origin story, highlight key lessons shared by our incredible guests, and reinforce our mission to inspire aspiring leaders to recognise that they can lead now.
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In this episode of After Dinner Leadership, Simon sits down with Spencer Holt, Chief Experience and People Officer at Merlin Entertainment. Together, they explore the three leadership lessons Spencer wishes he had learned sooner and dive into the power of energy, the meaning of 'soulful curiosity,' and the journey to finding purpose. They also discuss the vital role communities play in shaping our lives.
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Spencer Holt
Small Things Make A Big Difference - Podcast
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In this episode of After Dinner Leadership, Simon is joined by the esteemed international speaker, board member, and author, Stephanie Chung. Together, they delve into the three leadership lessons Stephanie wishes she had learned earlier and uncover how we can elevate those around us by leading with intention—asking, listening, learning, and taking meaningful action.
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Ally Leadership: How to Lead People Who Are Not Like You
Stephanie Chung
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In this episode of After Dinner Leadership, Simon is joined by executive coach and founder of ConsultF5, Daryl Watson. Together, they uncover the three leadership lessons Daryl wishes he had learned sooner, dive into the power of coaching and goal setting, and explore his disciplined journaling habit—revealing the profound impact it has had on his journey.
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From the publisher's feed
Some of the best conversations about leadership happen around the dinner table not the conference table. Leadership crosses over all things, not just work.
Joining Simon Fagg at the…

10,672 Listeners