Regional Director, Enterprise Sales Engineering

Datadog

Boston (MA)

Hybrid

USD 180,000 - 240,000

Full time

2 days ago

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Benefits offered by this job

Best-in-breed onboarding

Generous global benefits

Stock equity

Job summary

Datadog is seeking a Director of Enterprise Sales Engineering to lead a regional team across North America, shaping go-to-market strategy and accelerating enterprise growth with Datadog’s observability and security solutions. The role combines strategic influence with hands-on execution and requires a track record of building scalable, high-performing teams.

The position offers a hybrid work model, competitive salary, equity, and comprehensive benefits.

Qualifications

5+ years of experience leading frontline SE leaders in a customer-facing technical organization.
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.

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.