The Conversation Factory
The Conversation Factory

The Conversation Factory

Daniel Stillman

Overview
Episodes

Details

Welcome to The Conversation Factory, where I investigate how to create change through changing conversations. Each episode I'll talk to an amazing conversation designer about how to Amplify, Shift or Transform conversations in Organizations, Teams, Communities and our own lives. Visit www.theconversationfactory.com where I distill these insights we can bring into our work and lives.

Recent Episodes

Leading with Respect with Marcy Syms
SEP 10, 2025
Leading with Respect with Marcy Syms
Marcy Syms is a pioneering businesswoman and advocate for respect in leadership. She's seen leadership fads come and go. She was a CEO when people still thought "women shouldn't do that sort of thing" And she's done something many folks have never had to endure - shuttering her family's business while making her key creditors whole - an act deeply in line with her core value of respect. Marcy shares insights from her journey in the retail industry, her experiences with leadership dynamics and her advocacy for the Equal Rights Amendment - something she hopes to see made part of the constitution while she's still around to enjoy it! Why Respect? 🗝️Respect drives sustainable growth - respect for your team allows them to feel empowered to be the face of your business and to build the processes and systems that make growth sustainable. 🗝️Giving respect helps you get respect - starting first, leading the conversation with respect at the core helps get things done, especially in times of stress and turbulence. 🗝️Respect is outer behavior and inner work - to make it a core habit and your default behavior takes strategic reflection and personal growth. Check out the full conversation 👇 🎙️ Spotify: https://spoti.fi/3QzcPAW 🍎 Apple: https://apple.co/4ifh6pb 📺YouTube: https://www.youtube.com/@danielstillman-TCF-podcast 🌐more episodes at https://theconversationfactory.com/listen And please subscribe on Spotify or iTunes! Also! support the podcast with a monthly contribution here: https://theconversationfactory.com/conversation-factory-insider or a one-time donation here.: https://dastillman.gumroad.com/l/dscoffee Don't have time to watch or listen to the full episode? To learn more about leading conversations more powerfully and beautifully, watch these short clips 👇 👀make respect a habit and start from within https://youtu.be/tmURMgvcnIs 👀How to Respond to Disrespect with Dignity and Strategy https://youtu.be/f21aAalKGLU 👀To Scale you need to Respect your team https://youtube.com/shorts/HczFY9-ASFw 👀Leadership Balances Top Down Strategy and Bottom up Insights https://youtube.com/shorts/57yWfiQtykw 👀Know your board as humans https://youtu.be/eH5Mv95iunE One Takeaway to not forget: Fight for the ERA! Marcy shares how she sees the ERA as the ultimate sign of respect and continues to fight for women's full inclusion in the constitution. Watch here: https://youtu.be/YAbEAqIVxzU Key Links: Marcy's book: Leading with the Respect Marcy's website
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57 MIN
The Seven Everyday Habits for Transforming Systems
AUG 25, 2025
The Seven Everyday Habits for Transforming Systems
Download free chapters from Good Talk and master the art of conversations big and small: https://www.danielstillman.com/good-talk Listen now 👇 🎙️ Spotify: https://spoti.fi/3QzcPAW 🍎 Apple: https://apple.co/4ifh6pb And please subscribe on Spotify or iTunes! Also! support the podcast with a monthly contribution here: https://theconversationfactory.com/conversation-factory-insider or a one-time donation here: https://dastillman.gumroad.com/l/dscoffee Full show notes: https://theconversationfactory.com/listen SUMMARY In this conversation, Adam Kahane discusses the complexities of transforming systems, emphasizing the importance of understanding systems thinking, collaboration, and the role of individual contributions. He shares insights from urban transformation examples, the significance of culture, and the necessity of engaging with systems responsibly. Kahane introduces seven habits for transforming systems, highlighting the importance of finding cracks as opportunities for change and the balance between closeness and distance in understanding systems. KEY TAKEAWAYS Systems can't be transformed without understanding them. Transformation requires many people to do many things. You can't just change a system by force. Look for what's unseen in a system. Forget your perfect offering; there's a crack in everything. Acting responsibly is crucial for transformation. We all have bells we still can ring. Engaging with the system is a collective activity. You can make wiser decisions by understanding others. Change how you think, change how you are. CHAPTERS 00:00 Understanding Systems for Transformation 02:29 The Role of Collaboration in System Change 05:05 Insights from Global Examples 07:46 The Importance of Proximity in System Change 10:10 Cracks and Leverage Points in Systems 12:46 The Journey of Transformation in South Africa 24:31 The Journey of Collective Engagement 24:55 Radical Engagement: Understanding System Transformation 26:13 The Role of Outsiders vs. Insiders 27:41 Spotting Cracks: Micro Interactions in Systems 28:46 The Art of Persuasion vs. Convincing 30:29 Granular Habits for System Transformation 31:41 Relating in Three Dimensions 33:43 Understanding the Seven Habits 39:32 Acting Responsibly in Systems 43:21 Finding Light in the Cracks LINKS Learn more about Adam's work at www.reospartners.com , www.reospartners.com/adamkahane and find him on twitter/X at @adamkahane
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57 MIN
Innovation, Connection, and Conscious Leadership with Othership CEO Robbie Bent
AUG 6, 2025
Innovation, Connection, and Conscious Leadership with Othership CEO Robbie Bent
Get free chapters of my book, Good Talk, and master the art of conversations big and small: https://www.danielstillman.com/good-talk Please support the podcast! 💌 subscribe on Spotify: https://spoti.fi/3QzcPAW 💌 iTunes: https://apple.co/4ifh6pb or with a monthly contribution here: https://bit.ly/support-tcf-monthly one-time donation here: https://bit.ly/support-tcf-once Check out the episode page for the full transcript and video highlights. Episode page: https://theconversationfactory.com/podcast/innovation-connection-and-conscious-leadership-with-othership-ceo-robbie-bent AI Summary: Introduction and Connection: Daniel Stillman introduces Robbie Bent, highlighting the connection through mutual acquaintance Robbie Hammond. Inception of OtherShip: Robbie shares the story of starting with a backyard ice bath, fostering community connections without the influence of alcohol. Innovative Experiences: Discussion on unique offerings at OtherShip, such as comedy nights and men's work sessions, blending wellness with entertainment. Creativity and Experimentation: Robbie emphasizes the importance of allowing creativity to emerge through testing and iteration. Challenges and Growth: Insights into the challenges faced in expanding OtherShip, including managing stress and maintaining personal well-being. Community and Relationships: The role of community in personal and business growth, with Robbie working closely with his wife and friends. Facilitating Conversations: The significance of open communication and addressing conflicts early in both personal and professional settings. Future Aspirations: Robbie's excitement about expanding OtherShip and continuing to innovate in the wellness space. Links Othership - https://www.othership.us/ Follow Robbie Bent on Instagram | LinkedIn IG: https://www.instagram.com/robbiebent/?hl=en LI: https://www.linkedin.com/in/robbiebent/
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49 MIN
The Founder's Financial Compass: Navigating Emotions and Assumptions with Fractional CFO Lauren Pearl
JUL 24, 2025
The Founder's Financial Compass: Navigating Emotions and Assumptions with Fractional CFO Lauren Pearl
Get free chapters of my book, Good Talk, and master the art of conversations big and small: https://www.danielstillman.com/good-talk Please support the podcast! 💌 subscribe on Spotify: https://spoti.fi/3QzcPAW 💌 iTunes: https://apple.co/4ifh6pb or with a monthly contribution here: https://bit.ly/support-tcf-monthly one-time donation here: https://bit.ly/support-tcf-once Check out https://theconversationfactory.com/podcast/the-founders-financial-compass-navigating-emotions-and-assumptions-with-fractional-cfo-lauren-pearl for the full transcript and video highlights. Money! It can be an emotional topic. But, as my guest on today's podcast, fractional CFO Lauren Pearl says, it's emotional for everyone in different ways! In this episode, Lauren reveals her perspectives on how to approach these difficult conversations. Given how many leaders she's worked with, we also explore her thinking about effective leadership, intentional decision-making, and how it's crucial for founders to be endlessly unafraid to ask why. She makes an excellent point in the opening quote: we often listen to respond. And when we respond from that place we're missing a lot of crucial information. It's hard to do but it's so important to take the risk to slow down, to ask why and to be a little bit more vulnerable with what you don't know - it's that inner willingness to face your blind spots that separates the best from the rest. We talk about the life experiences that taught her how to adapt her communication styles for diverse audiences, how she approaches talking with founders about triggering money topics, and we unpack some insights from her course on Business Modelling - how she helps founders turn their core understanding of their business into plain-English business math. I particularly enjoyed Lauren's insights around reframing tough decisions not as losses but as opportunities. We unpacked how shutting down a "pet project" can be reframed not as a loss or a mistake but as a day one decision - ie, we made a choice and a decision one day with the information and the knowledge and insights that we had and today with different knowledge, different insights and different information we're making another decision. We linked this notion back to one of the key ideas in Annie Duke's classic "thinking in bets" - the idea of "resulting", or judging a decision based on its outcome. A good bet is one that a reasonable person with the amount of information we had would have made at that moment, not necessarily one that works out exactly as you'd hoped. And Lauren urges founders to start admiring business leaders who didn't just get lucky once…but ones who repeatedly make smart bets - and can explain why they made them. Strap in! We also unpack some common financial misconceptions, discuss how to be a founder whose advisors can help them, and we unpack some interesting case studies in strategic decision making. Lauren's on-the-fly explanation of some key financial assumptions was dizzying in the best way possible. Links https://www.laurenpearlconsulting.com/ https://www.laurenpearlconsulting.com/newsletter Thinking in Bets by Annie Duke - A Visual Summary: https://www.youtube.com/watch?v=H49lFODYp7g Video Highlights Adapting your communication style on the fly - https://youtu.be/rWtSvkoMkiw The Founder Finance Gap: Managing Emotions and Unearthing Assumptions - https://youtu.be/Dfc8r9BBtyY Using Clear Language to define your Critical Business Math - https://youtu.be/l7oosTdqTLo Admiring Founders who make good bets repeatedly - https://youtu.be/cuwZIjW01TU
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58 MIN
Join or Die: Behind the Scenes of Creative Collaboration
MAY 22, 2025
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75 MIN