Datadog for Startups - Forward Deployed Engineering Lead

Datadog's Forward Deployed Engineering function is in an active growth phase, and the FDE Lead will play a central role in shaping what comes next. Working in close partnership with the Head of Datadog for Startups and Forward Deployed Engineers, and the existing FDE team, you will help define and expand the FDE framework, build out the structures and processes that allow the team to operate at scale, and extend the program's reach well beyond any single customer segment.

This role sits at the rare intersection of sales, execution, program design, and hands-on engineering leadership. You are part field technical leader, part program architect, and part cross-functional connector. You will help determine what the FDE motion looks like at Datadog, contribute to its playbook, and push the boundaries of what the team can deliver.

At Datadog, we place value in our office culture - the relationships and collaboration it builds, and the creativity it brings to the table. We operate as a hybrid workplace to ensure our Datadogs can create a work-life harmony that best fits them.

What You’ll Do:

• Evolve and scale the FDE operating model end to end: engagement intake, scoping, sprint delivery, handoff back to account teams, and the success metrics (time-to-value, adoption lift, ARR influence, NPS) and reporting infrastructure that support them.
• Build out a catalog of FDE offerings spanning observability quickstarts, custom integration development, LLM/AI observability accelerators, CI/CD pipeline instrumentation, and cost optimization deep dives, and contribute to their pricing and business models, including free-to-paid conversion plays, paid deployment packages, and post-deployment success motions.
• Capture product and feature gaps uncovered during deployments, translate them into structured prioritized briefs, and partner with PM and Engineering to strengthen the field-feedback channel that informs roadmap decisions on a regular cadence.
• Hire, onboard, and develop full-time FDEs, manage a rotating cohort of SWE and TSE secondments, build technical assessment frameworks suited to the customer-embedded nature of the role, and coach the team on engagement, scoping, stakeholder communication, and Datadog platform depth.
• Identify high-value mini-product opportunities (integrations, dashboards, automation scripts, open-source tooling), drive lightweight engineering sprints that convert recurring customer needs into reusable assets, and maintain a prioritized build backlog informed by de