Finvest
DDOG Software · Cloud software · SaaS · AI infrastructure · Thesis updated July 19, 2026

Datadog is expanding into AI training

01 Running thesis

AI adds a new test

Datadog is a high-quality cloud software business with a clear expansion engine. Its dollar-based net retention rate, which measures how much existing customers spend after upsells and churn, was in the low-120% range as of March 31, 2026. That means the existing customer base is still spending more over time.

The strongest sign is product depth. As of March 31, 2026, 35% of customers used six or more products, 20% used eight or more, and 11% used ten or more. That makes Datadog harder to replace because it becomes part of how developers, operations teams, and security teams work each day.

The new twist is AI training. Management said training workloads, not only inference workloads, are becoming a real market for Datadog. The company landed deals with 2 of the world's biggest AI research teams and said hyperscalers are using Datadog in super intelligence labs to monitor training runs and GPUs.

The stock still carries a price problem. The business is strong, but valuation is not cheap. If AI demand wobbles, if customers cut cloud spending, or if hyperscalers bundle their own tools more aggressively, investors may not give Datadog much room for mistakes.

May 2026Management said AI training workloads are now becoming a market for Datadog. The company landed deals with 2 of the world's biggest AI research teams and is seeing hyperscaler lab traction.
May 2026The Q1 2026 filing showed better expansion metrics. Dollar-based net retention moved to the low-120% range, and 35% of customers used six or more products.
Feb 2026The FY2025 filing kept the core thesis intact. Net retention was about 120%, but the AI-native cohort's growth contribution had moderated to about seven percentage points in Q4 2025.
Nov 2025The Q3 2025 filing confirmed strong land-and-expand trends. The AI-native cohort's contribution eased to about eight percentage points, keeping volatility on the watch list.
Aug 2025The Q2 2025 filing showed net retention near 120% and rising multi-product use. AI-native customers became a clearer growth driver, contributing about ten percentage points of year-over-year revenue growth.
May 2025The Q1 2025 filing showed continued expansion strength, with high-110% net retention and more customers using four-plus, six-plus, and eight-plus products. Higher third-party cloud costs added a margin question.
Feb 2025The FY2024 filing improved the core view as dollar-based net retention reached the high-110% range and large-customer ARR concentration rose. It also introduced a specific AI-native optimization risk.
Nov 2024The initial thesis centered on Datadog's land-and-expand model in cloud observability and security. The main risks were competition from hyperscalers and slower customer usage growth.
02 Business model

Paid by cloud usage

Datadog sells subscriptions to its cloud-based observability and security platform. Subscription terms are mostly monthly or annual. Revenue is tied to usage, mainly the number of hosts monitored or the amount of data indexed.

This model can grow quickly when customer workloads grow. It can also slow quickly when customers optimize, which means they look for ways to reduce data volume, monitored hosts, or cloud costs. That is why Datadog's usage trends matter as much as customer count.

The sales motion is simple: land with one product, prove value fast, then expand into more products. This is working best in large accounts. As of March 31, 2026, customers with more than $100,000 in ARR represented 90% of total ARR, up from 88% a year earlier.

Datadog also sells through a direct sales force and cloud-provider marketplaces. That helps reach cloud buyers, but it keeps the company tied to the same hyperscalers that can also compete with it.

03 Product portfolio

One platform, many hooks

Cash cow

Infrastructure monitoring

This tracks servers, containers, databases, and cloud resources. It is often an easy first Datadog product for engineering teams.

Cash cow

Application performance monitoring

APM helps teams find slow or broken parts of an app. It is core to Datadog's value because it links app health to the rest of the tech stack.

Growth engine

Log management

Log tools collect and search machine data from apps and systems. This can scale with usage, but it is also an area where customers may optimize data volumes.

Steady

User experience monitoring

These tools show how real users or test users experience an app. They help Datadog reach teams that care about uptime, speed, and customer impact.

Growth engine

Cloud security

Security products extend Datadog from monitoring into finding risks and threats. This supports the multi-product expansion story.

Option

GPU monitoring and LLM observability

These products target AI workloads, including training runs and large language model apps. The open question is how much they can add to total growth.

Option

Cloud Prem and bring-your-own-cloud

These offerings let Datadog run on customer infrastructure. They are meant to serve data residency and sovereign AI needs.

04 Business segments

Mostly North America

North America72%modest
Outside North America28%declining

Datadog reports one operating segment. The mix below uses customer billing geography for the three months ended March 31, 2026, when revenue from outside North America was about 28% of total revenue, down from 30% a year earlier.

05 Risk factors

What could break

AI usage swings

High impact · Medium odds

AI-native customers have shown a pattern of fast usage growth followed by optimization. This cohort represented high single digits of year-over-year revenue growth for the quarter ended March 31, 2026, so even small swings can matter. AI training may help, but it may also make usage harder to predict.

We watchTrack management's comments on AI-native growth contribution and whether it stays in the high single digit range.

Hyperscaler bundling

High impact · Medium odds

Datadog competes with AWS, Azure, and Google Cloud, plus their native monitoring tools. Those cloud providers can bundle tools into broader contracts. Datadog also relies on cloud ecosystems for distribution and infrastructure, which makes the relationship both helpful and risky.

We watchWatch for faster adoption of AWS, Azure, or Google Cloud native observability tools, especially in large enterprise accounts.

Expansion slows

High impact · Medium odds

The model depends on customers using more Datadog products over time. If dollar-based net retention falls out of the 120% range, the core thesis weakens. A slowdown in six-plus, eight-plus, or ten-plus product adoption would be an early warning.

We watchTrack dollar-based net retention and the share of customers using six or more, eight or more, and ten or more products.

Cloud cost and margin pressure

Medium impact · Medium odds

Datadog hosts its platform on third-party cloud infrastructure. Higher cloud infrastructure costs have already been called out as a margin pressure in prior filings. New AI products may require more investment before they reach full margin scale.

We watchWatch gross margin and any filing language about third-party cloud infrastructure costs.

Security or privacy failure

High impact · Low odds

Datadog handles sensitive operational and security data for customers. A major breach could hurt trust, create legal costs, and slow sales. Global privacy rules also add compliance risk as the company grows outside North America.

We watchWatch for disclosed security incidents, customer trust issues, or new privacy restrictions in key markets.
06 Quick answers

In one breath

What does Datadog do?

Datadog sells software that helps companies watch their cloud apps and systems in real time. It covers infrastructure, app performance, logs, user experience, and cloud security.

How does Datadog make money?

Datadog sells subscriptions to its SaaS platform. Many subscriptions are usage based, so revenue rises when customers monitor more hosts or index more data.

Why does AI matter for Datadog?

AI workloads create complex systems that need monitoring, especially GPUs and training runs. Management now says AI training is becoming a market for Datadog, after earlier focusing more on inference.

What is the biggest risk for Datadog investors?

The biggest risk is that usage growth slows while the stock still prices in strong growth. AI-native customers can grow fast, then optimize spending, which can make revenue less predictable.