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#490 From Data to CTO: Keith Cassar’s Evolution in Tech Leadership
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In this episode of The CTO Show, Mehmet welcomes Keith Cassar, CTO at Game Lounge, who shares his journey from SQL developer to tech leader, and what it takes to evolve from a data specialist into a cross-functional CTO.
Together, they explore how to make data genuinely useful, what AI can and can’t solve, and how to scale high-performing tech teams without overengineering.
📌 Key Takeaways
• The shift from developer to data leader to CTO — and what changes at each level
• Why availability, accuracy, and speed of data are key to data usability
• How to turn raw data into decision-ready insights
• Embracing AI for empowerment, not replacement
• Building cross-functional, agile teams without overhiring
• How to lead during crisis: the importance of being “first to know”
• Leadership advice for aspiring CTOs — from imposter syndrome to team design
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📚 What You’ll Learn
• How to structure data systems that support business decisions
• Practical use cases of AI in affiliate marketing and tech operations
• How to scale infrastructure with limited resources
• The CTO’s evolving role in hybrid and remote work culture
• Personalization as the next AI frontier
👤 About Keith Cassar
Keith Cassar is the CTO of Game Lounge, an affiliate marketing company operating globally. With a strong background in data engineering, Keith previously held roles as Chief Data Officer and Head of Data. He began his career as a developer, later joining King (makers of Candy Crush) during its early growth. Now based in Malta, he focuses on bridging the gap between tech and business, using data and leadership to build resilient organizations.
https://www.linkedin.com/in/keithcassar/
Episode Highlights
00:00 – Introduction and Keith’s background
03:00 – Transitioning from data to CTO
07:00 – What “making data usable” really means
11:00 – Raw data to insight: The transformation journey
14:00 – Real-world AI applications and limitations
18:00 – Scaling infrastructure with limited resources
21:00 – AI in development teams: Productivity vs. replacement
25:00 – Frameworks for high-performing tech teams
28:00 – Remote culture and trust in hybrid environments
33:00 – Crisis leadership and data observability
37:00 – Trends in personalization and AI
39:00 – Advice for aspiring CTOs and tech leaders
42:00 – Final thoughts + where to find Keith
489 episodes
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