Datadog

Staff Forward Deployed Engineer, Feature Flags

Datadog$244K — $305K *
Technical Services
5 - 7 years of experience
Job Overview by Ladders

Qualifications

  • 5 years of software engineering experience with full-stack coding abilities
  • Familiarity with feature flagging or similar configuration management systems
  • Ability to quickly adapt to new codebases and languages without a specific stack requirement
  • Experience in deploying production-level code
  • Customer interaction experience or willingness to engage with client engineers
  • Ability to simplify technical concepts for diverse audiences
  • Results-driven with a focus on successful project outcomes

Responsibilities

  • Act as a technical partner for customers implementing feature flags from pre-sales to delivery
  • Advise on flag architecture for complex deployment environments
  • Create prototype implementations in customer codebases to validate solutions
  • Implement features across varied deployment methods tailored to customer needs
  • Lead full migrations to new flag systems with minimal impact on customer engineering
  • Identify and communicate implementation patterns to enhance product development
  • Collaborate with engineering on technical challenges and product improvements

Benefits

  • Generous and competitive benefits package
  • New hire stock equity (RSUs) and employee stock purchase plan
  • Continuous career development and pathway opportunities
  • Comprehensive onboarding program
  • Internal mentorship and cross-departmental buddy system
  • Inclusive workplace culture
Full Job Description
As a 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.

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 advanced deployment modes (server-side, client-side, edge, mobile, streaming/real-time) tailored to each customer's stack
  • Drive full flag migrations to completion - including legacy system cutover - efficiently and with minimal customer engineering burden
  • Identify patterns across customer implementations and feed them back to Product and Engineering to improve the core product and reduce future implementation time
  • Collaborate closely with Engineering on technical edge cases, product gaps, and implementation tooling
  • Partner with Sales and Solutions to accelerate deal cycles by removing technical risk and uncertainty

Who You Are:
  • 5 years of professional software engineering experience, with hands-on coding ability across the stack you're deployed into
  • Experience with feature flagging, experimentation, or config management systems (internal or vendor)
  • Comfortable dropping into unfamiliar codebases, languages, and frameworks quickly - no specific stack required, but strong fundamentals and fast ramp-up
  • Experience shipping production code, not just prototypes - you understand the difference between a demo and something that survives a migration
  • Customer-facing experience, or strong motivation to build it - comfortable being in the room with customer engineers, understanding their constraints, and adapting your approach
  • Skilled at simplifying complex technical tradeoffs for both engineering and non-engineering stakeholders
  • Motivated by outcomes - deal velocity, successful migrations, and customer trust - not just elegant code
  • Comfortable operating with ambiguity, moving between architecture conversations and hands-on implementation in the same week

Bonus Points:
  • Experience in a forward-deployed, consulting, or professional services engineering role
  • Exposure to large-scale system migrations
  • Prior work in a startup or fast-scaling environment where you had to own ambiguous problems end-to-end

About the Team

This team built Eppo - the market-leading experimentation and feature flagging platform trusted by companies like Coinbase, Perplexity, and DraftKings - and joined Datadog through its acquisition. Feature Flags sits at the center of that suite that includes experimentation, product analytics, session replay, RUM, and synthetics. As a Forward Deployed Engineer, you'll work directly inside customer codebases to make that loop real - turning flag architecture decisions into shipped, adopted implementations, and helping our most strategic customers build flag-driven development as a core engineering capability.

Working Model:

This role is based in New York City and works closely with Engineering on a regular basis.

Benefits and Growth:
  • Generous and competitive benefits package
  • New hire stock equity (RSUs) and employee stock purchase plan
  • Continuous career development and pathing opportunities
  • Employee-focused best in class onboarding
  • Internal mentor and cross-departmental buddy program
  • Friendly and inclusive workplace culture

Benefits and Growth listed above may vary based on the country of your employment and the nature of your employment with Datadog.

#LI-HYBRID

Datadog offers a competitive salary and equity package, and may include variable compensation. Actual compensation is based on factors such as the candidate's skills, qualifications, and experience. In addition, Datadog offers a wide range of best in class, comprehensive and inclusive employee benefits for this role including healthcare, dental, parental planning, and mental health benefits, a 401(k) plan and match, paid time off, fitness reimbursements, and a discounted employee stock purchase plan.

The reasonably estimated yearly salary for this role at Datadog is:

$244,000-$305,000 USD

About Datadog

Datadog is a monitoring and analytics platform for cloud-scale infrastructure and applications. The company was founded in 2010 by Olivier Pomel and Alexis Lê-Quôc and is headquartered in New York City. Datadog's platform assists organizations in improving agility, increasing efficiency, and providing end-to-end visibility across dynamic or high-scale infrastructures. The company's SaaS-based data analytics platform integrates and automates infrastructure monitoring, application performance monitoring, and log management to provide unified, real-time observability of customers' entire technology stack. Datadog's customers include Airbnb, Twilio, and The Washington Post.
Learn more about Datadog
Size
3,200 employees
Market Cap
$22.5 billion
Industry
Net Income
-$24.5 million
Founded
2010
Revenue
$603.4 million
NASDAQ

Similar Jobs

More Jobs at Datadog

More Technical Services Jobs

Find similar Staff Forward Deployed Engineer, Feature Flags jobs: