Duncan Grazier

Navigating Leadership and Innovation in the AI Era

  • About
  • The Augmented Tech Leader: How AI Can Empower Your Engineering Team

    AI tools can fundamentally transform the way engineering managers lead teams by not only speed and convenience but deeper insights and impact. By embracing AI-driven solutions in code review, project management, and daily operations, we can unlock new levels of effectiveness in the AI era. Making Code Reviews Smarter Traditional code reviews are time-consuming and…

    Duncan Grazier

    2025-09-13
    Leadership
    CTO at BuildOps. Previously scaled Weedmaps from 30 to 300+ engineers through IPO and led ShopKeep to a $550M acquisition. I focus on AI-powered technical leadership, building teams that scale, and implementing AI in ways that actually work (not the hype). I write about engineering leadership and AI at itsmeduncan.com and mentor CTOs and VPs of Engineering through Plato and Intro.co.
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  • AI and Machine Learning: Transforming Observability

    As the shift from Observability 1.0 to 2.0 unfolds, several key factors are driving this transformation, such as the increasing complexity of software systems and the need for a more comprehensive approach to monitoring. One of the most significant advancements in Observability 2.0 is the integration of artificial intelligence (AI) and machine learning (ML) into…

    Duncan Grazier

    2024-01-05
    Engineering, Leadership
    Observability, Software Development
    CTO at BuildOps. Previously scaled Weedmaps from 30 to 300+ engineers through IPO and led ShopKeep to a $550M acquisition. I focus on AI-powered technical leadership, building teams that scale, and implementing AI in ways that actually work (not the hype). I write about engineering leadership and AI at itsmeduncan.com and mentor CTOs and VPs of Engineering through Plato and Intro.co.
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  • Dynamic Alerting in Observability 2.0: Responding to Ever-Changing Systems

    As we continue our exploration of the transition from Observability 1.0 to 2.0, we’ve discussed the importance of metrics, logs, and traces, as well as the impact of AI and ML on monitoring tools. Another crucial aspect of Observability 2.0 is dynamic alerting, which enables organizations to adapt to rapidly changing systems and respond more…

    Duncan Grazier

    2023-12-14
    Engineering, Leadership
    Observability, Software Development
    CTO at BuildOps. Previously scaled Weedmaps from 30 to 300+ engineers through IPO and led ShopKeep to a $550M acquisition. I focus on AI-powered technical leadership, building teams that scale, and implementing AI in ways that actually work (not the hype). I write about engineering leadership and AI at itsmeduncan.com and mentor CTOs and VPs of Engineering through Plato and Intro.co.
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  • The Role of End-to-End Visibility in Observability 2.0

    Throughout our series on the transition from Observability 1.0 to 2.0, we’ve explored topics such as data correlation, AI and machine learning integration, and dynamic alerting. Another essential aspect of Observability 2.0 is end-to-end visibility, which allows teams to gain a comprehensive view of their entire system and its dependencies. In this post, we’ll discuss…

    Duncan Grazier

    2023-11-16
    Engineering, Leadership
    Development, Observability
    CTO at BuildOps. Previously scaled Weedmaps from 30 to 300+ engineers through IPO and led ShopKeep to a $550M acquisition. I focus on AI-powered technical leadership, building teams that scale, and implementing AI in ways that actually work (not the hype). I write about engineering leadership and AI at itsmeduncan.com and mentor CTOs and VPs of Engineering through Plato and Intro.co.
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  • Observability-Driven Development: Aligning Monitoring and Software Development

    Our series on the transition from Observability 1.0 to 2.0 has discussed various aspects of modern monitoring, such as data correlation, AI and machine learning integration, dynamic alerting, and end-to-end visibility. One crucial element of Observability 2.0 is the integration of observability practices into the software development process itself. In this post, we’ll discuss the…

    Duncan Grazier

    2023-10-27
    Engineering, Leadership
    Observability, Software Development, Startup
    CTO at BuildOps. Previously scaled Weedmaps from 30 to 300+ engineers through IPO and led ShopKeep to a $550M acquisition. I focus on AI-powered technical leadership, building teams that scale, and implementing AI in ways that actually work (not the hype). I write about engineering leadership and AI at itsmeduncan.com and mentor CTOs and VPs of Engineering through Plato and Intro.co.
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  • Cannabis: A New Strain of E-commerce Technology – SXSW 2023

    Online ordering, on-demand delivery, audience targeting, AI-assistants and digital transactions are all e-commerce capabilities that we take for granted, but without this kind of tech, today’s growing legal cannabis industry would be struggling to come to fruition. Though still young, the legal cannabis industry is emerging at a moment when e-commerce technology is just mature…

    Duncan Grazier

    2023-09-01
    Leadership
    Startup, SXSW
    CTO at BuildOps. Previously scaled Weedmaps from 30 to 300+ engineers through IPO and led ShopKeep to a $550M acquisition. I focus on AI-powered technical leadership, building teams that scale, and implementing AI in ways that actually work (not the hype). I write about engineering leadership and AI at itsmeduncan.com and mentor CTOs and VPs of Engineering through Plato and Intro.co.
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  • Embracing Context: The Power of Correlation in Observability 2.0

    As we’ve discussed in previous posts, the transition from Observability 1.0 to 2.0 is driven by the growing complexity of modern software systems and the need for more comprehensive monitoring solutions. A key aspect of Observability 2.0 is its emphasis on context and correlation, which enables teams to link data across multiple sources and gain…

    Duncan Grazier

    2023-06-08
    Leadership
    Development, Observability
    CTO at BuildOps. Previously scaled Weedmaps from 30 to 300+ engineers through IPO and led ShopKeep to a $550M acquisition. I focus on AI-powered technical leadership, building teams that scale, and implementing AI in ways that actually work (not the hype). I write about engineering leadership and AI at itsmeduncan.com and mentor CTOs and VPs of Engineering through Plato and Intro.co.
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  • The Pillars of Observability 2.0: Metrics, Logs, and Traces

    As we continue to explore the transition from Observability 1.0 to 2.0, it’s crucial to understand the foundational elements of this new approach to monitoring. Observability 2.0 revolves around three key pillars: metrics, logs, and traces. Together, they provide a comprehensive view of system performance and enable teams to diagnose and resolve issues more effectively.…

    Duncan Grazier

    2023-05-25
    Engineering
    Observability, Software Development
    CTO at BuildOps. Previously scaled Weedmaps from 30 to 300+ engineers through IPO and led ShopKeep to a $550M acquisition. I focus on AI-powered technical leadership, building teams that scale, and implementing AI in ways that actually work (not the hype). I write about engineering leadership and AI at itsmeduncan.com and mentor CTOs and VPs of Engineering through Plato and Intro.co.
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  • From Observability 1.0 to 2.0: Why the Shift is Essential

    Dive into the three pillars of observability 2.0 – metrics, logs, and traces – and understand their significance in enabling a comprehensive monitoring strategy.

    Duncan Grazier

    2023-04-28
    Engineering
    Observability, Software Development
    CTO at BuildOps. Previously scaled Weedmaps from 30 to 300+ engineers through IPO and led ShopKeep to a $550M acquisition. I focus on AI-powered technical leadership, building teams that scale, and implementing AI in ways that actually work (not the hype). I write about engineering leadership and AI at itsmeduncan.com and mentor CTOs and VPs of Engineering through Plato and Intro.co.
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  • The Dawn of Observability 1.0

    As we prepare to embrace the next era software systems, it’s essential to look back and understand the beginnings of observability in software systems. Observability laid the groundwork for modern monitoring and enabled us to maintain and manage complex systems effectively. We’ll delve into the roots of Observability, its core components, and how it has…

    Duncan Grazier

    2023-04-23
    Engineering
    Productivity, Software Development
    CTO at BuildOps. Previously scaled Weedmaps from 30 to 300+ engineers through IPO and led ShopKeep to a $550M acquisition. I focus on AI-powered technical leadership, building teams that scale, and implementing AI in ways that actually work (not the hype). I write about engineering leadership and AI at itsmeduncan.com and mentor CTOs and VPs of Engineering through Plato and Intro.co.
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