

Diamond Bishop
Director of Engineering and AI at Datadog. Expert in building AI agents, evaluation tools, and self-improving agent systems.
Best podcasts with Diamond Bishop
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10 snips
May 29, 2025 • 50min
AI build vs buy: How do you choose between custom tools vs vendors? | Diamond Bishop
Diamond Bishop, Director of Engineering and AI at Datadog, discusses innovative approaches in building AI agents for production incident management. He emphasizes the transition from simple workflow automation to defining AI agents with real decision-making autonomy. The conversation highlights the critical need for trust and reliability in enterprise AI through root cause identification, enabling proactive solutions before engineers are needed. Additionally, Diamond explores the significance of adopting standards like Anthropic's MCP for seamless tool integration across diverse environments.

Jun 24, 2025 • 37min
The Blueprint For AI Agents That Work (ft Diamond Bishop)
Join Diamond Bishop, the Director of Engineering and AI at Datadog, as he shares his expertise in building self-improving AI agents. He discusses strategies for establishing robust evaluation systems, fostering user trust, and choosing between prompt engineering and fine-tuning. Diamond also explores the balance of AI agents versus traditional scripts, the importance of dataset management, and the exciting future of ambient AI in DevSecOps. This conversation is packed with essential insights for anyone looking to create effective, adaptive AI systems.