Paden Gayle
Datadog

Senior Forward Deployed Engineer, Feature Flags

Company
Datadog
Location
New York, New York, USA
Region
US
Seniority
Senior
Salary
$192k–$240k
Posted
2026-08-27

As a Senior Forward Deployed Engineer on the Feature Flags team, you'll partner directly with customers to accelerate their feature flag implementations, from initial architecture consulting through prototype builds to full-scale migrations. This role is for someone who wants to write code with customers, not just advise them. You'll work hands-on inside customer codebases to unblock complex, high-stakes deployments, directly influencing deal velocity and customer success. Working closely with Sales, Solutions, and Engineering, you'll be the technical force that turns a signed contract into a live, adopted implementation. At Datadog, we place value in our office culture - the relationships that it builds, the creativity it brings to the table, and the collaboration of being together. We operate as a hybrid workplace to ensure our employees can create a work-life harmony that best fits them. What You’ll Do: Serve as the hands-on technical partner for strategic customers implementing Datadog Feature Flags, from pre-sales technical validation through post-sales delivery Consult on flag architecture and implementation approach for complex environments; multi-service, multi-platform, high-scale deployments Build prototype flag implementations directly in customer codebases to prove value and de-risk technical decisions early in the sales cycle Implement flags across diverse and…

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