Regional Manager, Sales Engineering - AI Accounts

Datadog•New York, MA
•$150,000 - $200,000

About The Position

As a Regional Manager, Sales Engineering for AI Accounts, you will lead Sales Engineers and frontline leaders across your region, driving technical execution, operational excellence, and team development. You will own team performance, shape execution standards, and partner closely with Sales leadership to influence strategy, improve outcomes, and scale impact beyond individual deals. The role includes leading regional strategy and planning, supporting strategic customer opportunities, overseeing technical sales-cycle delivery, hiring and developing talent, and managing regional operations. You will work cross-functionally with senior partners to align go-to-market execution and customer experience, while improving processes and team effectiveness. Datadog describes itself as an observability and security platform for the AI era, providing unified visibility across applications, infrastructure, data, models, and security. The company offers a competitive salary and equity package, which may include variable compensation. The estimated yearly salary for this role is $150,000–$200,000 USD.

Requirements

  • At least 3 years of experience leading Sales Engineers and/or frontline leaders in a customer-facing technical organization, with demonstrated ability to manage team performance, develop team members, and scale high-performing teams.
  • At least 7 years of experience in Sales Engineering, Solutions Engineering, or a technical customer-facing role.
  • Proven ability to partner with senior Sales leadership on regional strategy, long-range planning, and forecast alignment as a strategic peer.
  • Ability to operate at both strategic and operational levels, balancing multi-quarter planning with day-to-day team execution and priorities.
  • Strong cross-functional collaboration and ability to influence across teams and at senior levels.
  • Background in public cloud (AWS, Azure, or GCP), Kubernetes, APM/tracing, security, developer experience, or observability.
  • Demonstrated capability in utilizing and scaling AI tooling.
  • Growth mindset, including embracing change and being curious.
  • Willingness to travel as needed to support customer engagements.

Responsibilities

  • Lead, coach, and develop Sales Engineers, supporting performance, engagement, and career growth through regular feedback and structured development.
  • Partner with senior Sales leadership on regional strategy, multi-quarter planning, annual capacity planning, and forecast alignment, operating two to three quarters ahead to anticipate resourcing needs and business priorities.
  • Own regional in-field execution by taking an executive presence role in strategic and high-impact opportunities and providing senior-level stakeholder alignment and technical credibility alongside the team.
  • Oversee consistent, high-quality delivery across regional technical sales cycles, including evaluations, customer engagements, and deal progression.
  • Hire and onboard talent across individual contributor and manager-level roles, building a high-performing team and accelerating ramp through structured onboarding and enablement.
  • Manage regional operations, including resource allocation, utilization, KPI tracking, productivity, and skills development, to ensure effective territory coverage.
  • Collaborate cross-functionally with Sales, Product, Marketing, Enablement, and Support at a senior level to align regional strategy, go-to-market execution, and customer experience.
  • Drive regional operational excellence by improving processes, maintaining data quality, scaling evaluation frameworks, and contributing to initiatives that improve team effectiveness and business impact.

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.
  • Inclusive company culture, with opportunities to join Community Guilds and Inclusion Talks.
  • Healthcare, dental, parental planning, and mental health benefits.
  • 401(k) plan and match.
  • Paid time off.
  • Fitness reimbursements.
  • Discounted employee stock purchase plan.
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