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Datadog Is Hiring a Remote Federal Sales Engineer

Datadog has opened a remote Enterprise Sales Engineer role focused on federal clients, based across DC, Maryland, and Virginia.

DigiNomad Editorial·Oct 5, 2026·1 min read

If you sit at the intersection of technical depth and customer-facing communication, this one's worth a look. Datadog is hiring an Enterprise Sales Engineer for its federal division, with the position open to remote candidates in the Washington DC area — including Maryland and Virginia.

The role is built around partnering with account executives to guide enterprise customers through the full sales cycle. That means running discovery conversations to surface real technical and business challenges, then shaping how Datadog's platform addresses them. You'd also be delivering product demos and serving as the technical voice in deals from early pipeline all the way through to close.

What makes this different from a pure sales role is the advisory layer. You're expected to act as a trusted technical partner to customers, not just a closer — helping them understand how the platform fits into their actual environment and goals. That blend of commercial awareness and hands-on technical credibility is the core of the job.

Datadog describes itself as a hybrid workplace, so while the role is listed as remote, the company does put weight on in-person collaboration where it makes sense — worth keeping in mind if you're fully location-independent.

Inspired by reporting from We Work Remotely: Remote jobs in design, programming, marketing and more.