Observe vs Datadog
Side-by-side comparison of AI visibility scores, market position, and capabilities
San Mateo AI observability treating telemetry as structured data resources; $393M total ($145M Evolution Equity/Madrona Series B Sep 2024) from Sutter Hill Ventures founding with 50+ customers competing with Datadog for cloud-native observability.
About
Observe Inc. is a San Mateo, California-based AI-powered observability platform — backed with approximately $393 million in total funding including a $145 million Series B in September 2024 led by Evolution Equity Partners with Madrona Ventures, plus Sutter Hill Ventures' founding investment — providing enterprise engineering and operations teams with a cloud-native observability solution that treats telemetry data as a structured data problem, curating logs, metrics, and traces into typed "resources" (users, sessions, help desk tickets, software builds, and other business objects) that enable sophisticated root-cause analysis and cross-stack troubleshooting beyond what traditional observability tools provide. Serving 50+ customers including Upstart Financial, OpenGov, and TopGolf, Observe is led by CEO Jeremy Burton (former C-suite at Oracle, Symantec, EMC, and Dell) with co-founders from Splunk, Snowflake, Wavefront, and Roblox. Founded in 2017 (Sutter Hill Ventures company).
Cloud observability leader with $2.68B ARR; 750+ integrations; expanding into AI/LLM monitoring as enterprises instrument generative AI workloads at scale in 2025.
About
Datadog is a cloud-native monitoring and security platform founded in 2010 by Olivier Pomel and Alexis Lê-Quôc, headquartered in New York City. The company went public on Nasdaq (DDOG) in September 2019 and has grown to serve over 29,000 customers as of FY2024, generating $2.68 billion in annual recurring revenue, representing approximately 26% year-over-year growth. Datadog's platform spans infrastructure monitoring, application performance management (APM), log management, security monitoring, and AI observability, positioning it as the unified observability stack for cloud-scale engineering teams.
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