Embracing AI and Bold Action for Innovative Development

Today I’m joined by Charli Prangley as we revisit our bold rebrand from ConvertKit to Kit - a journey of rapid change, decisive leadership, and preserving what truly matters.

In this episode, we explore how we built a new identity without starting from scratch, the lessons learned along the way, and how our internal culture has evolved as a result.

Timestamps:
00:00 Introduction to Branding
00:49 The Kit Rebrand Journey
01:55 Lessons Learned from Rebranding
05:11 Maintaining Brand Equity
06:39 Challenges and Successes
08:25 The Importance of Brand Strategy
12:42 Messaging and Positioning
15:33 Internal Shifts and Bold Actions
18:56 Kit's Self-Belief and Leadership
22:45 Creating Tutorials and Overcoming Roadblocks
24:51 Celebrity Endorsements and Success Stories
25:28 The Impact of a Strong Brand
31:24 Executing a Successful Rebrand
36:27 Dreaming Big and Making It Happen
39:27 Reflecting on Leadership and Growth
43:13 Final Thoughts and Encouragement

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Learn more about The Nathan Barry Show: https://nathanbarry.com/show

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Follow Charli:
Instagram: https://www.instagram.com/charliprangley
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Twitter: https://twitter.com/charliprangley
YouTube: https://www.youtube.com/user/charlimarietv
Website: https://charlimarie.com

Featured in this episode:
Kit: https://kit.com
Koto (Brand Strategy Partner): https://www.kotoagency.com
Square Black (Development Agency): https://squareblack.com
Tom Brady’s Newsletter: https://www.tombrady.com/newsletter
Morgan Freeman: https://themorganfreeman.com

Highlights:
06:03 – Churn: The Leaky Bucket Challenge
15:05 – Unpacking the 6-Step Direct Sales Flywheel
22:05 – Overcoming Migration Objections with Concierge Setups
29:21 – The Zero-to-One of Personal Branding
36:08 – Scheduling & Measurement: Locking In Daily Priorities
49:20 – Innovating Pricing Strategies for Expansion Revenue