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Regional Manager, Sales Engineering – AI Accounts

AI Summary
Datadog is seeking a Regional Manager, Sales Engineering to lead Senior Sales Engineers supporting strategic AI-company accounts. The manager will own team performance, hiring, coaching, capacity planning, technical sales quality, and regional operating metrics. The role combines executive-level customer engagement with partnership across sales leadership, product, engineering, and go-to-market teams. Candidates need substantial sales-engineering leadership experience plus expertise in public cloud, Kubernetes, observability, AI workloads, and technical enterprise sales. The position is hybrid in California and includes travel for customer engagements as needed.
Remote from
USA
Salary
USD 150k–200k / yr
Department
Sales
Employment
Full Time
Experience
Director
Published
Apply before
9 Dec 2026
Listing views
14
Application actions
0
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Opportunity details

About this role.

As a Regional Manager, Sales Engineering, you will lead a team of Sales Engineers, driving technical execution, operational excellence, and team development across your region.

You’ll act as a force multiplier by owning team performance, shaping execution standards, and partnering closely with sales leadership, product/engineering, and GTM teams to influence strategy, improve outcomes, and scale impact beyond individual deals. This team runs like a startup inside Datadog. You’ll wear multiple hats, take ownership and accountability for outcomes, fail fast, and adjust quickly when something isn’t working.

As a Regional Manager, Sales Engineering on Datadog’s AI Accounts team, you’ll lead the Senior Sales Engineers who serve as technical leads for the world’s leading AI companies: frontier labs, hyperscalers, and AI-native platforms. These accounts represent a meaningful share of Datadog’s revenue and are growing faster than any cohort in our business. You’ll own the performance, hiring, and development of a team that works shoulder-to-shoulder with customer engineering teams in production, and you’ll partner with Sales leadership on how Datadog shows up for customers whose buying behavior looks nothing like traditional enterprise.

This team runs like a startup inside Datadog. You’ll wear multiple hats, take ownership and accountability for outcomes, fail fast, and adjust quickly when something isn’t working.

At Datadog, we place value in our office culture—the relationships and collaboration it builds and the creativity it brings to the table. We operate as a hybrid workplace to ensure our Datadogs can create a work-life harmony that best fits them.

What You’ll Do

  • Lead, coach, and develop a team of Senior Sales Engineers, each owning the technical relationship across a portfolio of accounts. Set the standard for going deep on how each customer trains, serves, and scales its models and the products built on them, so your SEs are the people customer engineers call first
  • 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
  • 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
  • Oversee consistent, high-quality delivery across technical sales cycles in the region, including evaluations, customer engagements, and deal progression
  • Hire and onboard top talent across ICs, building a high-performing team and accelerating ramp through onboarding and enablement
  • Manage regional operations including resource allocation, utilization, KPI tracking, productivity, and skills development to ensure effective coverage across the territory
  • Bring deep command of the AI observability market, including the competitive landscape and observability for AI workloads, and use it to shape account strategy and coach your team
  • 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

Who You Are:

  • 3+ years of experience leading Sales Engineers and/or frontline leaders in a customer-facing technical organization with proven ability to manage team performance, develop team members, and scale high-performing teams
  • 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 collaborator with the ability to influence across teams and at senior levels
  • Background in public cloud (AWS, Azure, GCP), Kubernetes, APM/tracing, security, developer experience, observability
  • Demonstrated capability of utilizing AI tooling and scaling it
  • Growth mindset of embracing change and being curious
  • Willingness to travel as needed to support customer engagements

Datadog values people from all walks of life. We understand not everyone will meet all the above qualifications on day one. That’s okay. If you’re passionate about technology and want to grow your skills, we encourage you to apply.

Benefits and Growth

  • 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

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:

$150,000—$200,000 USD


About Datadog:

Datadog is the leading observability and security platform for the AI era, providing businesses with unified visibility across the technology stack to manage complexity at scale. It brings applications, infrastructure, data, models, and security into one place, using AI to detect and resolve issues before they impact customers. Trusted globally by Fortune 500 companies and high-growth AI leaders, Datadog enables businesses to move faster with clarity and confidence. Learn more about #DatadogLife on Instagram, LinkedIn, and Datadog Learning Center.


Equal Opportunity at Datadog:

Datadog is proud to offer equal employment opportunity to everyone regardless of race, color, ancestry, religion, sex, national origin, sexual orientation, age, citizenship, marital status, disability, gender identity, veteran status, and other characteristics protected by law. We also consider qualified applicants regardless of criminal histories, consistent with legal requirements. Here are our Candidate Legal Notices for your reference.

Datadog endeavors to make our Careers Page accessible to all users. If you would like to contact us regarding the accessibility of our website or need assistance completing the application process, please complete this form. This form is for accommodation requests only and cannot be used to inquire about the status of applications.

Privacy and AI Guidelines:

Any information you submit to Datadog as part of your application will be processed in accordance with Datadog’s Applicant and Candidate Privacy Notice. For information on our AI policy, please visit Interviewing at Datadog AI Guidelines.

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This job listing has been manually reviewed by the Jobicy Trust & Safety Team for compliance with our posting guidelines, including verification of the company's legitimacy, accuracy of job details, clarity of remote work policy, and absence of misleading or fraudulent content.

Role DNA

A quick view of the complexity, pace, ownership and collaboration implied by the job description.

Job Complexity

5/5
EasyHard

Pace & Pressure

5/5
RelaxedFast-paced

Autonomy Level

5/5
GuidedFull ownership

Communication Load

5/5
IndependentCollaborative
AI insightThis is a senior people-leadership role managing high-impact AI accounts, complex technical sales cycles, and multi-quarter regional planning. Success requires both deep technical credibility and the ability to influence senior internal and customer stakeholders.

Salary analysis

Estimated compensation compared with the broader US market for similar roles.

Estimated job median (per year)Market rate
$175,000
US market range (per year)$170k–$240k
AI insightThe yearly pay period is inferred from the job context; it was not explicitly stated by the employer. Datadog explicitly states a yearly base-salary range of $150,000–$200,000 USD; the midpoint is $175,000 per year. A reasonable estimated US market range for a regional sales-engineering manager with AI observability and cloud expertise is $170,000–$240,000 yearly, excluding variable compensation and equity.

Core skills

Skills and capabilities most closely associated with this opportunity.

Sample interview questions
How have you improved the performance of a sales engineering team while maintaining strong customer outcomes?

I start with clear operating metrics for technical win rate, evaluation quality, time to value, coverage, and customer feedback. I use these data points in regular coaching, create targeted enablement plans, and personally support the highest-impact opportunities while empowering engineers to own customer relationships.

How would you help Sales Engineers engage effectively with AI-native companies and frontier AI labs?

I would ensure the team understands each customer’s model-training, inference, data, infrastructure, and security workflows before proposing solutions. I would coach engineers to connect observability outcomes to reliability, cost efficiency, performance, and developer productivity, while using executive alignment to remove blockers in strategic evaluations.

Describe your approach to regional capacity planning and resource allocation.

I evaluate account potential, pipeline maturity, technical complexity, renewal risk, and each engineer’s capacity and specialization. I then build a forward-looking coverage plan with Sales leadership, revisit it regularly as pipeline changes, and use hiring and enablement plans to address emerging gaps.

How do you balance strategic planning with day-to-day execution as a frontline leader?

I establish a predictable operating cadence: weekly deal and team reviews, monthly metric and capacity reviews, and quarterly planning sessions. This structure protects time for long-range priorities while ensuring urgent customer needs, coaching opportunities, and execution risks receive fast attention.

How would you position observability for AI workloads in a competitive technical sales cycle?

I would begin with the customer’s operational risks, such as model latency, inference reliability, infrastructure saturation, security exposure, and fragmented visibility. From there, I would demonstrate how unified telemetry and correlated insights can help engineering teams detect issues faster, optimize performance, and operate AI services confidently at scale.

This analysis is generated from the job description. Salary estimates, role characteristics and sample answers are guidance, not employer-provided facts.
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