October 15, 2025

Episode 1: Fractional CTO Growth & AI Insights (with Jon Freedman)

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Show Notes

Episode 1 cover image - Inside CTOx Podcast
Inside CTOx
Episode 1: Fractional CTO Growth & AI Insights (with Jon Freedman)
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Jon Freedman shares lessons from his journey through the CTOx Accelerator, tackling challenges, and building meaningful client relationships. He discusses the importance of clarity in decision-making, enjoying impactful work, and leveraging AI as a strategic tool. This episode offers actionable insights for tech leaders seeking growth, focus, and innovation.

About The Guest

Jon Freedman is a UK-based fractional CTO and fintech strategist helping asset managers in London scale smarter through technology. With over 15 years of experience, Jon has built trading systems that have generated more than $100M in P&L and scaled teams from 7 to 90+ members. Currently leading Quant Fin, he partners with forward-thinking firms to modernize infrastructure, integrate AI, and turn technology into a true competitive advantage. Based just outside London, he enjoys the work-from-home life with his wife and son.

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Episode Breakdown

Part 1 – CTOx Journey & Personal Growth
0:00 – Jon reflects on growth and self-reflection
0:24 – Welcome to Inside CTOx Podcast
1:02 – Guest Introduction: Jon Freedman, fractional CTO
2:08 – Why Jon joined CTOx
2:46 – Facing challenges in the program
3:28 – Overcoming challenges: the power of starting
4:27 – Turning opportunities into paying clients
5:25 – Personal growth and marketing strategies
6:42 – Building valuable relationships
7:32 – Advice Jon will carry forward

Part 2 – Vision, Work Enjoyment & AI Hot Seat
9:35 – Jon’s vision for the next 12 months
10:30 – Importance of enjoying the work
12:17 – AI Hot Seat: Surprise Question from ChatGPT
13:44 – Closing thoughts and final reflections

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Whether you’re a Tech Leader, just starting as a Fractional CTO, or a seasoned Tech Consultant looking to optimize your engagements at scale, each episode brings you clear insights, real stories, and proven strategies to help you lead with confidence and make smarter decisions.

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