How much time should I budget?

About 3 hours total, a working session and a review call. We do the heavy lifting.

What if I only want the roadmap, not the build?

That's the Campaign Repositioning Sprint. Ship it yourself, or upgrade to Done-For-You later.

Do you interview my customers?

Optional. We can mine your call recordings, reviews, and won/lost notes instead.

B2B teams spending $20K+/mo on ads whose demos aren't converting.

Book a 30-minute call. We'll tell you straight if it's a fit.

Where Datadog's ads lose the buyer

Datadog is running 13 live ads on LinkedIn and Google. Their average fit to their own ideal buyer is 6 out of 10, and 9 ads need fixing. Each ad below is one of Datadog’s real live creatives, read straight from the ad libraries.

Datadog’s live ads, scored against their buyer

Datadog eBook: Reducing IT Costs with Observability, scored 5/10 against Datadog’s ideal buyer. Same pain as ad 0 but the creative strips the observability angle, making it even more generic.
Datadog Front-End Developer Toolkit, scored 5/10 against Datadog’s ideal buyer. Front-end developer focus is too narrow and low-seniority for engineering and security leaders in the ICP.
Datadog Frontend Monitoring Best Practices Guide, scored 5/10 against Datadog’s ideal buyer. Frontend monitoring is adjacent to ICP pain but misses infra, SRE, and security leaders entirely.
Datadog Cheatsheet: Azure Virtual Machine (VM), scored 7/10 against Datadog’s ideal buyer. Directly names SREs and Azure, two sharp ICP signals, though cheatsheet format limits urgency.
Datadog DevOps Toolkit: Strengthen the Culture of Observability, Collaboration, and Data Sharing Within Your Organizations., scored 6/10 against Datadog’s ideal buyer. DevOps culture framing is broad and soft, missing the infra observability and incident pain the ICP cares about.
Datadog Front-End Developer Toolkit, scored 5/10 against Datadog’s ideal buyer. Same front-end developer audience as ad 1, peripheral to the core ICP buyer roles.
Datadog Cheatsheet: Azure Virtual Machine (VM), scored 6/10 against Datadog’s ideal buyer. Useful Azure VM cheatsheet but aimed at developers, not engineering or security leaders.
Datadog DevOps Toolkit: Strengthen the Culture of Observability, Collaboration, and Data Sharing Within Your Organizations., scored 6/10 against Datadog’s ideal buyer. Aspirational DevOps headline lacks the specific observability or incident pain that moves the ICP buyer.
Datadog Free Trial, scored 7/10 against Datadog’s ideal buyer. Free trial CTA with cloud monitoring and security framing maps cleanly to ICP intent.
AWS GUI Monitoring - Proactive UI Testing - Try Datadog Free, scored 5/10 against Datadog’s ideal buyer. GUI testing angle is too narrow and developer-tactical for engineering and security leaders.
Create Custom Azure Graphs - Datadog Azure Monitoring - Try..., scored 7/10 against Datadog’s ideal buyer. Auto-discovery for AKS and Azure services speaks directly to cloud-native infrastructure buyers.
Datadog Real-Time Analytics - Unite Traces w/ Metrics & Logs -..., scored 8/10 against Datadog’s ideal buyer. Unified traces, metrics, and logs with cross-team framing nails the fragmented-tooling pain exactly.
Monitor Windows Server Traffic - Datadog Server Monitoring - Try..., scored 6/10 against Datadog’s ideal buyer. 900+ integrations proof point is solid but Windows Server focus skews away from cloud-native ICP.

See Datadog’s full live-ad board on AdRoast. Every creative scored against their ICP, with the exact fix for each.

Learn the method behind these scores: the AdRoast guides cover how to audit your ads against your ICP and why clicks do not turn into pipeline.