About me
A survivor of at least 1 AI winter, Diamond leads Datadog's AI Skunkworks group. He joined Datadog through the acquisition of Augmend, the DevOps AI assistant startup he co‑founded.
Diamond has over 15 years of AI experience building assistants and developer platforms, from the early days of Microsoft Cortana and Amazon Alexa to open-source work on PyTorch at Meta. Today he focuses on “unhobbling” enterprise agents: durable control flow, strong evaland feedback loops + observability + security.
