Datadog posts strongest Q1 results among cloud monitoring peers

Datadog's enterprise new logo annualized bookings more than doubled year over year in the second quarter of 2026, with customers generating $100,000 or more in annual recurring revenue climbing to about 4,720, a 23% increase from roughly 3,850 a year prior, while total customer count rose to approximately 33,400 from 31,400. Over 750 AI-native customers now rely on Datadog, and all 10 of the largest AI companies are counted among its customers, with MCP tool calls quadrupling quarter over quarter. The momentum builds on a quarter in which revenues grew 36% year over year to $1.12 billion, non-GAAP operating margin reached 23% from 20%, free cash flow rose to $279 million from $165 million, and remaining performance obligations reached $3.47 billion, up 43%. Third-quarter revenue guidance of $1.135 billion to $1.145 billion and a full-year range of $4.45 billion to $4.47 billion embed a previously flagged usage reduction from its single largest customer, while full-year non-GAAP operating income guidance of $1.01 billion to $1.03 billion points to continued margin discipline against elevated GAAP operating expense growth tied partly to the Adaptive ML acquisition. Rivals Dynatrace and Elastic are reporting comparable enterprise expansion, with Dynatrace posting record new-logo annual recurring revenue growth of more than 160% and total ARR of $2.14 billion, up 17%, and Elastic growing its $100,000-plus ACV customer cohort past 1,800 accounts alongside 27% remaining performance obligation growth. Datadog shares have surged 74.7% year to date, and the Zacks Consensus Estimate for 2026 earnings stands at $2.52 per share.