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The Intentional Conversations that Build Powerful CoFounder Relationships

The Conversation Factory

Release Date: 04/15/2024

Leading with Respect with Marcy Syms show art Leading with Respect with Marcy Syms

The Conversation Factory

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...

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The Seven Everyday Habits for Transforming Systems show art The Seven Everyday Habits for Transforming Systems

The Conversation Factory

Download free chapters from : Listen now 👇 🎙️ Spotify: 🍎 Apple:   And please  or Also! support the podcast with  or a : Full show notes:    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,...

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Innovation, Connection, and Conscious Leadership with Othership CEO Robbie Bent show art Innovation, Connection, and Conscious Leadership with Othership CEO Robbie Bent

The Conversation Factory

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! 💌 : https://spoti.fi/3QzcPAW 💌 : or with : https://bit.ly/support-tcf-monthly : https://bit.ly/support-tcf-once Check out 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...

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The Founder's Financial Compass: Navigating Emotions and Assumptions with Fractional CFO Lauren Pearl show art The Founder's Financial Compass: Navigating Emotions and Assumptions with Fractional CFO Lauren Pearl

The Conversation Factory

Get free chapters of my book, Good Talk, and master the art of conversations big and small: Please support the podcast! 💌 : 💌 : or with : : Check out  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...

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Join or Die: Behind the Scenes of Creative Collaboration show art Join or Die: Behind the Scenes of Creative Collaboration

The Conversation Factory

Get free chapters of my book, Good Talk, and master the art of conversations big and small: Please support the podcast! 💌 : https://spoti.fi/3QzcPAW 💌 : or with : https://bit.ly/support-tcf-monthly : Check out for the full transcript and video highlights: 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...

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Founder-Led Sales and Building Co-founder Relationships show art Founder-Led Sales and Building Co-founder Relationships

The Conversation Factory

Get free chapters of my book, Good Talk, and master the art of conversations big and small: Please support the podcast! 💌 : https://spoti.fi/3QzcPAW 💌 : or with : : Check out for the full transcript and video highlights. 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...

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The Inner Work of Leadership with Carole Robin, PhD show art The Inner Work of Leadership with Carole Robin, PhD

The Conversation Factory

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: Please support the podcast! 💌 Subscribe on Spotify: 💌 iTunes: or with a monthly contribution here: or make a one-time donation here:  For the full transcript, video highlights, and more show links, check out the episode page here: 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...

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Your Brain on Beautiful Conversations with Anjan Chatterjee show art Your Brain on Beautiful Conversations with Anjan Chatterjee

The Conversation Factory

Download free chapters from Please support the podcast by  or , making , or making . Check out 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...

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Changing the Political Conversation with Nick Troiano show art Changing the Political Conversation with Nick Troiano

The Conversation Factory

If you want to change the game, changing the rules and incentives of the game is a powerful approach. Few people who watch the news - or those folks who avoid watching the news! - would say the political system in the United States is going according to plan. The founding fathers, if they were alive today, would be aghast at the unbridgeable chasm that seems to have developed in our political culture, making dialogue, compromise and progress nearly impossible on some of our most pressing issues.  In fact, our founding fathers warned against the rise of what they called factions in their...

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The Secrets of Motivation and Systems Change with Becca Block, PhD show art The Secrets of Motivation and Systems Change with Becca Block, PhD

The Conversation Factory

Warning - this episode uses a specific curse word - a lot. And once we started using one, we started using more of them. So…if f-bombs, sprinkled like salt are not your cup of tea, this is a good episode to skip! My guest today is Rebecca R Block, PhD, who is an expert in helping organizations build programs, services and products that equip young people to develop the confidence and skills they need to enter adulthood as thriving and adaptable lifelong learners. She has spent the last 14 years leading the design, improvement, and evaluation of educational programs and services to make them...

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More Episodes

My guests today are Rei Wang and Anita Hossain, Co-founders of coaching platform The Grand, which was seed funded by Alexis Ohanian’s firm Seven Seven Six in 2023. Rei is the Chief Product Officer and Anita is the CEO.

I met Rei ages ago, in her early days in NYC at General Assembly, where she worked as a Product Manager and Global Community Lead, developing educational opportunities for students.

And I was excited to interview her about her work as the CEO of the Dorm Room fund at First Round Capital a few years back to get her perspectives around the intersection of community and product design…especially when the community IS the product. Check out that conversation here. Rei cultivated a vibrant startup ecosystem, mentoring over 250 entrepreneurs on various aspects of business management and fundraising. Their leadership garnered recognition, including the Forbes 30 under 30 award.

Rei and Anita met during their time at First Round Capital, where Anita was the Head of Knowledge. While there, she helped hundreds of entrepreneurs connect deeply and vulnerably, to share their concerns and to learn from each other. Anita was also an executive coach with the renowned coaching firm, Reboot, and is a certified Neuro-Linguistic Programming Practitioner.

Key Advice for Working Through Challenges

  • Prevention is first and foremost! Speak early and often to reduce buildup, bottling up and boiling over of tensions

  • Make feedback about actions and behaviors, not about the person or their personality

  • Rei suggests that using a simple framework like SBIO is a great way to frame feedback. (Situation or data, the Behavior you see, the Impact it has on you, and the Opportunity for improvement or transformation)

  • Make sure feedback conversations are two-sided, with both partners regularly asking for and offering feedback

  • Anita underscores the importance of Co-Creation of resolutions to challenges instead of telling someone to be different. Working on these tensions with a sense of collaboration can lead to reduced defensiveness.

Head over to theconversationfactory.com/listen for full episode transcripts, links, show notes  and more key quotes and ideas. You can also head over there and become a monthly supporter of the show for as little as $8 a month. You'll get complimentary access to exclusive workshops and resources that I only share with this circle of facilitators and leaders.

Links

The Grand

My previous conversation with Rei Wang