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August 21, 2025 41 mins

Summary

In this episode, Dan Sixsmith interviews Sam Jacobs, CEO and founder of Pavilion, discussing his journey from working as a finance executive to building a thriving community for go-to-market executives. They explore the challenges faced by leaders in today's fast-paced environment, the importance of community, and the evolving landscape of sales and AI. Sam shares insights on the future of Pavilion, the role of media in building connections, and his personal definition of success.

Takeaways

Pavilion was born out of the need for community among go-to-market executives.

Job security for senior leaders is decreasing, leading to increased anxiety.

AI is transforming the sales landscape, but the need for community remains.

Pavilion aims to equip operators with the tools and resources they need to succeed.

The community has grown significantly, especially during the pandemic.

Sam emphasizes the importance of having a strong network for job security.

The future of sales will see a wider gap between great and average sellers.

Pavilion is evolving to create an elite membership tier for experienced operators.

Sam's success is defined by personal fulfillment, professional growth, and meaningful relationships.


Chapters


00:00 Introduction to Pavilion and Sam Jacobs

03:02 The Journey to Pavilion: Early Ambitions and Experiences

06:13 The Birth of Pavilion: From Idea to Community

09:13 Navigating Challenges: The Role of Community in Uncertain Times

12:03 The Evolution of Pavilion: Growth and Community Dynamics

15:08 Building an Elite Community: Focus and Future Directions

19:56 The Importance of Technical Fluency in Sales

21:38 The Changing Landscape of B2B Sales

24:26 The Rise of New Companies and Sales Opportunities

28:31 Navigating Anxiety in the Business World

34:27 Building a Media Property for Operators

38:28 Defining Success in Business and Life

41:23 Introduction to Sales Dynamics

41:23 Understanding Customer Needs






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