October 15, 2025

Inside CTOx with Jon Freedman

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Show Notes

Episode 1 cover image - Inside CTOx Podcast
Inside CTOx
Inside CTOx with Jon Freedman
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Chapters, Start Time, and Title

1) 00:00 | Introduction: Overcoming Resistance and Finding Reward in Discomfort

2) 04:23 | From Reluctance to Results: How Consistency Turned Outreach Into Paying Clients

3) 05:25 | Discovering Joy in the Process: Shifting From Cold Outreach to Meaningful Conversations

4) 06:30 | Building Relationships That Matter: The Power of Community Within CTOx

5) 07:22 | Lessons for Life: How Exposure to U.S. Entrepreneurs Clarified What Truly Drives Success

6) 08:45 | Clarity Over Chaos: Redefining What Makes a “Good Engagement” as a Fractional CTO

7) 09:34 | Defining Success: Building a Client Base That Aligns With Passion and Purpose

8) 10:30 | The Freedom Factor: Why Enjoying Your Work Is Core to the Fractional Lifestyle

9) 11:24 | The Hot Seat: When ChatGPT Asks—Would You Let AI Lead Your Leadership Team?

10) 13:46 | Closing Reflections: Clarity, Curiosity, and the Evolving Future of Tech Leadership

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