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February 18, 2026 45 mins

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Dawn Kennedy talks with Cat Holt, Founder, CEO & Pres @ Coologee, Inc. They delve into the essential strategies for building a durable, sustainable brand. Cat Holt, shares her extensive experience in marketing, consulting, and branding, along with insights from her work with Progressive Insurance. They discuss the evolution of branding, the importance of customer retention, and the transition from awareness to trust in branding. They also explore the role of in-person engagement, digital trust issues, and the significance of maintaining a welcoming and consistent onboarding experience, even as brands grow and evolve. The discussion provides valuable perspectives for business owners looking to adapt and thrive in a changing marketplace.

In this episode....

Who is Cat Holt, and whom does she serve? (01:02)

The Evolution of Progressive Insurance (01:54)

The Importance of Customer Retention (06:56)

Onboarding and Customer Experience (09:43)

Creating a Sense of Community (18:14)

Navigating Real Estate Transactions (23:56)

The Power of Niche Communities Online (24:26)

Evolving Trust in Digital Spaces (25:26)

Rediscovering Human Connections (26:18)

Generational Shifts in Business (31:33)

Cracker Barrel's Rebranding Journey (32:34)

Lessons from Restaurant Industry (36:21)

The Importance of Connection in Business (41:58)

Where to Find More Insights (42:34)


Cat Holt's Information:

Website: http://coologee.com/

SUBSTACK: https://catholtcoologee.substack.com/

LinkedIn: https://www.linkedin.com/in/catkolodij/



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