The Devops Engineer Who Never Sleeps — Diamond Bishop, Datadog

Operate services without getting paged, and not because you phone ran out of batter. Ever get woken up in the middle of the night because a service has gone down, stumbling around looking for your laptop. What if there was an oncall engineer who didn’t need to sleep, always ready to handle issues instead, letting you sleep. In this talk we’ll share how we’re using AI Agents at Datadog to handle alerts and incidents for you, and what we’ve learned building agents to use Datadog and handle DevOps like a human would. Recorded live at the Leadership Track Session Day from the AI Engineer Summit 2025 in New York. Learn more at https://ai.engineer and purchase tickets to our next event, the AI Engineer World's Fair, in SF June 3 - 5 here: https://ti.to/software-3/ai-engineer-worlds-fair-2025 About Diamond A survivor of the long AI winter, Diamond currently directs AI Engineering at Datadog, spearheading their AI agents initiative. His journey spans 15 years of work in AI/ML, including the early days of AI assistants at Amazon (Alexa) and Microsoft (Cortana), as well as working on PyTorch at Meta, and co-founding Augmend—an AI startup focused on DevOps automation (acquired by Datadog). Diamond is a perpetual techno-optimist who also keeps a close eye on Roko's basilisk. When not building AI assistants, he's raising his own budding intelligence (human toddler), participating in the ocasional drone fighting, and building hobby electronics. It's time to build.