Jobs · Massachusetts

Director, Enterprise Sales Engineering - US East

Datadog · Boston, MA · 1 wk ago
$180k–$240k/yrFull-time

This is a strategic leadership role with regional impact within North America, acting as a force multiplier by owning team and region performance, shaping execution standards, and partnering closely with Sales leadership.

Responsibilities

  • Own in-field execution at a regional level by taking an executive presence role in strategic and high-impact opportunities and providing senior-level stakeholder alignment and technical credibility alongside your team.
  • Develop and operationalize a repeatable formula and methodology that can scale across a large customer base, enabling Datadog to accelerate enterprise growth by illustrating how Datadog’s observability and security solutions deliver measurable business outcomes, especially in a world increasingly dominated by Agentic AI.
  • Partner confidently with senior Sales leadership on regional strategy, multi-quarter planning, annual capacity planning, and forecast alignment operating 2-3 quarters ahead to anticipate resourcing needs and business priorities.
  • Oversee consistent, high-quality delivery across technical sales cycles in the region, including evaluations, customer engagements, and deal progression.
  • Lead, coach, and develop a team of Sales Engineering leaders, driving performance, engagement, and long-term career growth through regular feedback and structured development.
  • Hire and onboard top talent across individual contributors and manager-level roles, building a high-performing team and accelerating customer adoption through structured onboarding and enablement.
  • Manage regional operations including resource allocation, utilization, KPI tracking, productivity, and skills development to ensure effective coverage across the territory.
  • Collaborate cross-functionally with Sales, Product, Marketing, Enablement, and Support at a senior level to align on regional strategy, GTM execution, and customer experience.
  • Drive operational excellence across the region by improving processes, maintaining data quality, scaling evaluation frameworks, and contributing to initiatives that improve team effectiveness and business impact.
  • Track competitive developments, market dynamics, and emerging technologies to ensure the team is equipped to position Datadog as a leader in cloud security.

Requirements

  • 5+ years of experience leading frontline SE leaders in a customer-facing technical organization with proven ability to manage team performance, develop team members, and scale high-performing teams.
  • 10+ years of experience in Sales Engineering, Solutions Engineering, or a technical customer-facing role.
  • Demonstrated success leading solution engineering teams with senior stakeholders across Product, SRE, DevOps, and Engineering teams.
  • Naturally proactive, constantly introducing new ideas and finding better and more efficient ways to help SEs deliver better outcomes for customers.
  • Ability to operate at both strategic and operational levels, balancing multi-quarter planning with day-to-day team execution and priorities.
  • Proven ability to influence cross-functional teams and navigate complex joint selling motions, particularly with partners and channel organizations.
  • Excellent communication and stakeholder management skills with both internal teams and customer executives.
  • Expert storytelling capabilities, with a strong ability to explain complex security concepts in everyday language that both technical and business audiences can understand.
  • Passion for building scalable processes and fostering a collaborative, inclusive team culture.
  • Track record of driving technical sales success at scale.
  • Exceptional leadership, coaching, and team-building capabilities, with experience scaling high-impact teams.
  • Background in public cloud (AWS, Azure, GCP), Kubernetes, APM/tracing, security, developer experience, observability or adjacent SaaS technology.
  • Deep understanding of sales methodologies such as MEDDICC, Command of Message (CoM), or similar frameworks.
  • Demonstrated capability of utilizing AI tooling and scaling it.
  • Willingness to travel as needed to support customer engagements or internal meetings.

Benefits

  • Best-in-breed onboarding
  • Generous global benefits
  • Intra-departmental mentor and buddy program for in-house networking
  • New hire stock equity (RSUs) and employee stock purchase plan (ESPP)
  • Continuous professional development, product training, and career pathing
  • An inclusive company culture, with opportunities to join Community Guilds and Inclusion Talks
  • Comprehensive employee benefits including healthcare, dental, parental planning, and mental health benefits
  • 401(k) plan and match
  • Paid time off
  • Fitness reimbursements
  • Discounted employee stock purchase plan

Pay

The reasonably estimated yearly salary for this role at Datadog is $180,000—$240,000 USD.

Schedule

Datadog operates as a hybrid workplace to ensure employees can create a work-life harmony that best fits them.

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