What does it really mean to “show up” as a leader? Ross Kimball—actor, comedian, and executive communication coach—joins Tim Flanagan and Amanda Kramer to explore how the mindset and techniques of improv can reshape the way leaders connect, listen, and communicate. Drawing from his own journey on stage and screen, Ross breaks down how presence, adaptability, and storytelling translate into stronger relationships and better team culture. He also shares practical exercises to help leaders listen more deeply, think on their feet, and foster an environment where ideas—and people—are truly heard.

Key Topics:

• Why presence is a learned skill, not a fixed trait—and how to develop it
• How improv teaches quick thinking, adaptability, and empathy
• The power of storytelling to make messages stick and create connection
• Using “Yes, And” to strengthen team culture and encourage innovation
• The link between active listening and psychological safety
• Simple mindset shifts to be more present in meetings and conversations
• Why the best leaders aim to make everyone around them look good

Related Content: Client for Life – Mastering Culture and Connection with Richard Weylman | Fostering Innovation with Dan Roselli | Innovation Series

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In today’s ever-changing world, it is more important than ever for an entrepreneur to stay impactful and relevant.

That’s where Winning Through Culture comes in! This podcast will take you inside the dynamic minds of Tim Flanagan and Amanda Kramer to give you expertise, insight, and tips on remaining impactful and relevant.

With Tim and Amanda’s experience and desire to plant knowledge in the business leaders around them, we hope you will take this podcast into your everyday life as an upcoming entrepreneur.

This genuine content will provide you with opportunities, relationships, and a community to expand your personal and professional growth.

Let’s create a winning culture together!

• Tim Flanagan: LinkedIn | Instagram
• Amanda Kramer: LinkedIn
• Ross Kimball: LinkedIn | Website

• The Pelora Group

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