← All roles

Director, Enterprise Sales Engineering - US Central

Datadog· Sales
Apply on company site
Hybrid (IL/Remote), Hybrid (MI/Remote), Hybrid (TX/Remote)$180k - $240kfull-timePosted 2mo ago

About the role

Director, Enterprise Sales Engineering leading a regional team of frontline leaders, owning account strategy, deal execution, and operational excellence across North America with a hybrid work model.

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 to customers how Datadog’s observability and security solutions quickly, simply, and efficiently 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 ICs 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.

Qualifications

  • 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.
  • 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 into everyday language that both technical and business audiences can understand.
  • 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.

Skills

Required:Executive stakeholder managementRegional sales engineering leadershipStrategic planning and forecast

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, able to join our Community Guilds and Inclusion Talks
Last updated Oct 22, 2026. Interested? Apply on the company site.

About Datadog

AI-Powered Observability and Security

See inside any stack, any app, at any scale, anywhere.

More open roles at Datadog