• Leading with Respect with Marcy Syms
    Sep 10 2025

    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 mins
  • The Seven Everyday Habits for Transforming Systems
    Aug 25 2025

    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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    58 mins
  • Innovation, Connection, and Conscious Leadership with Othership CEO Robbie Bent
    Aug 6 2025

    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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    50 mins
  • The Founder's Financial Compass: Navigating Emotions and Assumptions with Fractional CFO Lauren Pearl
    Jul 24 2025
    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 mins
  • Join or Die: Behind the Scenes of Creative Collaboration
    May 22 2025

    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: https://theconversationfactory.com/podcast/join-or-die-behind-the-scenes-of-creative-collaboration

    Key Chapters
    00:00 Growing Up Together: A Family Legacy
    02:58 The Birth of a Documentary Idea
    06:02 Navigating the Journey: Challenges and Growth
    09:02 The Lens of Community: A New Perspective
    12:01 Conflict and Collaboration: The Art of Working Together
    14:54 The Long Haul: Commitment and Transformation
    22:15 The Transformative Power of Art
    24:13 Inner Growth Through Creative Confidence
    26:32 Finding Hope in Community Engagement
    29:56 The Long-Term Commitment to Projects
    31:20 Community Screenings as a Tool for Connection
    34:10 The Role of Community in Film Distribution
    36:20 Best Practices for Effective Gatherings
    45:34 Identifying Barriers to Community Engagement
    48:15 Building Community Through Shared Activities
    49:26 The Importance of Civic Engagement
    54:52 Convenience vs. Community
    01:00:22 Bridging Political Divides
    01:05:38 Lessons from the Past for a Hopeful Future

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    1 hr and 16 mins
  • Founder-Led Sales and Building Co-founder Relationships
    Apr 3 2025

    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. https://theconversationfactory.com/podcast/founder-led-sales-with-parallel-health-ceo-natalise-kalea-robinson

    We break down:

    • The Importance of Deep and Authentic Conversations and unpack how Natalise fosters honest and open conversations and has worked to build a company culture that reflects these values.

    • Intentional Co-founder Relationship Building: We talk about how Natalise and her co-founder, Nathan Brown, approached building a strong relationship intentionally by having regular in-depth conversations and retreats together in some of their favorite spots. She shares some of her favorite questions to bring into these co-founder conversations.

    • Founder-Led Sales and CEO as Science Translator: Both Natalise and her co-founder Nathan are actively involved in explaining their product to both investors and consumers. We talk about how she approaches adapting her message for different audiences, always striving to put the science ahead of marketing.

    • Highlighting the Potential of Phage Therapy: We dive into some of the science behind phage therapy and its potential as a precise and sustainable alternative to antibiotics.

    • The Value of Open Feedback and Continuous Evolution: Natalise encourages feedback from all levels within her company and believes that good ideas can come from anywhere. She also emphasizes the importance of ongoing communication and alignment between co-founders.

    Key Chapters

    00:00 Exploring the Depth of Conversations

    03:01 The Ambivert Spectrum: Understanding Social Dynamics

    06:06 Creating Safe Spaces for Honest Conversations

    09:01 Feedback Culture: The Art of Positive Feedback

    11:57 Building Authentic Relationships in Business

    14:57 The Journey of Co-Founders: Nathan and Natalise

    21:01 Navigating Vulnerability in Professional Relationships

    24:17 Navigating Co-Founder Relationships

    30:14 The Art of Communication in Business

    37:45 Understanding Phage Technology and Its Impact

    46:02 Building Strong Co-Founder Foundations

    Links

    https://www.parallelhealth.io/

    Parallel Health on TechCrunch: https://techcrunch.com/2023/09/20/parallel-health-takes-a-biotech-forward-approach-to-skincare-with-custom-phage-therapy/

    Video Highlight Links

    👀Giving Praise with powerful Specificity: https://youtube.com/shorts/5zwdVyJr_mc

    👀Leaning into Difficult Cofounder Conversations: https://youtube.com/shorts/MjeDjSIUeDM

    👀In Founder-Led Sales, the Marketing Serves the Science: https://youtube.com/shorts/fp6oKVhq-FQ

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    54 mins
  • The Inner Work of Leadership with Carole Robin, PhD
    Mar 14 2025

    Master the art of conversations big and small - both inside yourself and in your teams and organization.

    Get free chapters of my book, Good Talk: 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

    or make a one-time donation here: https://bit.ly/support-tcf-once

    For the full transcript, video highlights, and more show links, check out the episode page here: https://theconversationfactory.com/podcast/the-inner-work-of-leadership-with-carole-robin-phd

    Every conversation - especially the hard ones - is an opportunity to learn more about yourself, to learn about another person and to learn about interpersonal dynamics - if you can set aside judgment and be open to curiosity. I'm SO excited to share this epic podcast conversation with the "queen of Touchy Feely" - Carole Robin, PhD. Carole taught the most popular elective at Stanford Graduate School of Business, Interpersonal Dynamics (mostly known affectionately as "Touchy Feely"!) for nearly 20 years and is co-author (with co-teacher David Bradford) of the excellent book Connect: Building Exceptional Relationships with Family, Friends and Colleagues.

    She has a vast reserve of wisdom to share. We discuss the importance of navigating vulnerability and intentional connection as an essential leadership skill and unpack some of her most powerful principles of effective communication. We also talk about Carole's conversations with her own personal AI, trained on all of her past writings and course notes…and how it helped her evolve how she tells her own story!

    Building exceptional relationships is work that's done one conversation at a time. Carole's insights can help you unlock the potential in each conversation.

    Key Moments

    00:00 The Art of Greeting with Interpersonal Dynamics in mind

    03:00 AI and Personal Narratives: The Evolution of Carole's Story in collaboration with her personal AI

    06:01 Leadership Lessons: Emotions in Business

    09:06 Vulnerability vs. Strength: The Leadership Paradox

    12:04 Transparency in Leadership: The Balance of Sharing

    14:58 Strategic Authenticity: Navigating Vulnerability

    18:01 True and Kind: The Principles of Effective Communication

    20:50 The Importance of Self-Care for Leaders

    21:59 Navigating Emotions in Leadership

    23:49 Vulnerability and Authenticity in Leadership

    30:07 Self-Management and Emotional Discipline

    32:59 Curiosity as Leadership superpower

    37:57 The Work of Building Relationships

    Show More Show Less
    42 mins
  • Your Brain on Beautiful Conversations with Anjan Chatterjee
    Feb 26 2025

    Download free chapters from Good Talk and master the art of conversations big and small

    Please support the podcast by subscribing on Spotify or iTunes, making a monthly contribution here, or making a one-time donation here.

    Check out the episode post for the full transcript and video highlights.

    Dr. Anjan Chatterjee is a renowned professor and the founding Director of the Penn Center for Neuroaesthetics. He's a leading expert on how our brains perceive beauty and art, and author of an engaging book on this topic: "The Aesthetic Brain: How We Evolved to Desire Beauty and Enjoy Art"

    In this beautiful conversation, we explore:

    • the intersection of beauty, conversation, and the human brain

    • how our biological evolution has left us in a world that often feels disconnected from our innate ways of communicating

    • the aesthetic qualities of conversations, the biases we hold toward beauty, and how cultural representations influence our perceptions

    • the importance of awareness in mitigating biases

    • how to embrace complex ideas, rather than simplify them

    Links

    Dr. Anjan Chatterjee and the Penn Center for Neuroaesthetics (PCfN) online

    PBS News Hour feature: 'Brains and Beauty' exhibit explores how the mind processes art and aesthetic experiences

    The PCfN 2024 Year in Review

    Dr. Anjan Chatterjee on Bluesky

    The Aesthetic Brain: How We Evolved to Desire Beauty and Enjoy Art

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    51 mins