Story of a fractional CTO with Thanos Diacakis episode artwork

EPISODE · Jul 12, 2025 · 53 MIN

Story of a fractional CTO with Thanos Diacakis

from Software People Stories

My guest today is Thanos Diacakis, Software Delivery Coach & a Fractional CTO.We covered a wide range of topics that included:Insightful Experiences: Thanos shared many insightful and thought-provoking experiences and perspectives, particularly on software delivery life cycle improvements without explicitly using terms like Kanban Balancing Work and Personal Life: Thanos emphasized the importance of balancing work and personal life, recognizing that while work is important, personal relationships and leisure activities are equally significant.Fractional CTO Business: Thanos discussed the benefits of running a fractional CTO business, allowing for flexibility in managing time and delivering value to multiple clientsScaling Challenges: Thanos shared experiences with scaling projects, particularly with Uber's bikes and scooters, highlighting the importance of having systems in place to manage growthLearning from Others: Thanos emphasized the value of learning from others and cross-pollinating ideas across different clients to improve software delivery Thanos Diacakis helps startups and growing companies overcome software bottlenecks, scale engineering teams, and deliver high-quality products faster. With over 25 years in software development, his background spans both early-stage ventures and tech giants like Uber and Included Health, where he led the technical integration of the JUMP Bikes acquisition, scaling the platform to 45k vehicles and over 2 million monthly trips. He’s seen elite teams stall when outdated processes leave them too heads-down to course-correct. With lean, evidence-backed practices, he unlocks faster delivery and greater developer satisfaction, so velocity rises while burnout falls.SOCIAL MEDIA LINKS:Website:  https://www.cosmicteacups.com/LinkedIn: https://www.linkedin.com/in/thanosd/

My guest today is Thanos Diacakis, Software Delivery Coach & a Fractional CTO.We covered a wide range of topics that included:Insightful Experiences: Thanos shared many insightful and thought-provoking experiences and perspectives, particularly on software delivery life cycle improvements without explicitly using terms like Kanban Balancing Work and Personal Life: Thanos emphasized the importance of balancing work and personal life, recognizing that while work is important, personal relationships and leisure activities are equally significant.Fractional CTO Business: Thanos discussed the benefits of running a fractional CTO business, allowing for flexibility in managing time and delivering value to multiple clientsScaling Challenges: Thanos shared experiences with scaling projects, particularly with Uber's bikes and scooters, highlighting the importance of having systems in place to manage growthLearning from Others: Thanos emphasized the value of learning from others and cross-pollinating ideas across different clients to improve software delivery Thanos Diacakis helps startups and growing companies overcome software bottlenecks, scale engineering teams, and deliver high-quality products faster. With over 25 years in software development, his background spans both early-stage ventures and tech giants like Uber and Included Health, where he led the technical integration of the JUMP Bikes acquisition, scaling the platform to 45k vehicles and over 2 million monthly trips. He’s seen elite teams stall when outdated processes leave them too heads-down to course-correct. With lean, evidence-backed practices, he unlocks faster delivery and greater developer satisfaction, so velocity rises while burnout falls.SOCIAL MEDIA LINKS:Website:  https://www.cosmicteacups.com/LinkedIn: https://www.linkedin.com/in/thanosd/

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Story of a fractional CTO with Thanos Diacakis

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This episode is 53 minutes long.

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This episode was published on July 12, 2025.

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My guest today is Thanos Diacakis, Software Delivery Coach & a Fractional CTO.We covered a wide range of topics that included:Insightful Experiences: Thanos shared many insightful and thought-provoking experiences and perspectives, particularly on...

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