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Senior Sales Engineer – Key Accounts

AI Summary
Datadog is hiring a senior enterprise Sales Engineer to lead complex technical evaluations for strategic key accounts. The role combines discovery, solution design, executive-level demonstrations, proof-of-value management, and technical champion development. It requires deep expertise in cloud platforms, Kubernetes, observability, APM, security, and developer experience. The successful candidate will partner closely with Account Executives, shape deal strategy, mentor peers, and travel for customer engagements and industry events.
Remote from
USA
Salary
USD 149k–198k / yr
Department
Sales
Employment
Full Time
Experience
Director
Published
Apply before
14 Dec 2026
Listing views
32
Application actions
2
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Opportunity details

About this role.

As a Senior Enterprise Sales Engineer, you’ll serve as a trusted technical advisor and strategic partner to both customers and Sales. You’ll lead complex technical evaluations, align solutions to business outcomes, and help shape deal strategy in high-impact opportunities.

This role goes beyond delivering demos – you’ll own the evaluation experience end-to-end, influence key stakeholders, and help drive successful outcomes across enterprise accounts.

What You’ll Do:

  • Work with your AE to generate pipeline. Includes validating spokes, aligning messages to target personas, working the customer’s technical organisation through your own network and meeting customers where they are: conferences, meetups or on-site
  • Lead customer discovery to uncover technical challenges, business goals, and success criteria, then translate those needs into tailored Datadog solutions and measurable business outcomes
  • Deliver engaging product demos, technical presentations, solution workshops, etc. that connect platform capabilities to customer outcomes for diverse stakeholder audiences including executives and in circumstances where the demo is the whole impression.
  • Full ownership of the technical evaluations (POVs) end-to-end: scoping use cases and requirements, defining competitive success criteria, building a project plan with clear timelines, and holding all participants accountable to the process
  • Identify, develop, and leverage technical champions across multi-stakeholder environments, building a structured plan for champion cultivation and influence throughout the deal cycle
  • Contribute to product direction through active participation in structured product and engineering field feedback sessions, bringing field insights and prospect input to PM and engineering teams
  • Drive operational excellence by ensuring activity, deal progress, and customer interactions are accurately documented and up to date in related systems
  • Contribute to team enablement by mentoring peers, sharing best practices, and creating reusable assets that scale knowledge across the region

Who You Are:

  • 7+ years of experience in Sales Engineering, Solutions Engineering, or a technical customer-facing role within an enterprise environment
  • Skilled at influencing and adapting communication across technical, business, and executive audiences
  • Advanced background in public cloud (AWS, Azure, GCP), Kubernetes, APM/tracing, security, developer experience, observability
  • Strong communication skills, with the ability to explain technical concepts to a range of audiences
  • Resilient in the face of sustained non-response. Early in a Key Account, calls go unanswered and emails go nowhere for a long time. You need to be someone who finds the grind interesting rather than demoralising, and who can keep the quality of the twentieth attempt as high as the first.
  • Actively coachable. The strongest people we hire ask for a dry run, take the feedback, and change what they do – visibly, in the next attempt.
  • A consultative, outcome – oriented approach to problem-solving and customer engagement
  • Comfortable operating where attempts are scarce. You will work a small portfolio of very large accounts where a mishandled first meeting can close a door for a year – the discipline is preparation and judgement about where to spend a chance
  • Experience mentoring peers or contributing to team enablement initiatives
  • 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, multi-day onsites, and industry conferences in person

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.

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:

$149,000—$198,000 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, high-stakes pre-sales position supporting a small portfolio of major accounts where technical credibility and first-meeting execution materially affect long sales cycles. It requires broad technical depth, strategic judgment, persistence, and the ability to influence technical and executive stakeholders.

Salary analysis

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

Estimated job median (per year)Market rate
$173,500
US market range (per year)$150k–$210k
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 $149,000 to $198,000 USD, with a midpoint of $173,500. The estimated US market range for a senior enterprise Sales Engineer with cloud, observability, and strategic-account expertise is approximately $150,000 to $210,000 yearly in base pay; variable compensation may be offered separately.

Core skills

Skills and capabilities most closely associated with this opportunity.

Sample interview questions
How do you structure a technical proof of value for a complex enterprise account?

I begin by aligning with the customer and Account Executive on the business problem, technical use cases, stakeholders, decision process, and measurable success criteria. I document scope, responsibilities, timelines, risks, and a mutual action plan, then run regular checkpoints to maintain momentum. At the end, I connect the validated technical outcomes directly to the agreed business value and next commercial steps.

How would you explain observability to a business executive who is not deeply technical?

I would frame observability as the ability to understand the health and behavior of critical digital services before issues affect customers or revenue. Rather than focusing first on telemetry types, I would explain how unified visibility helps teams reduce outage duration, improve customer experience, manage risk, and make faster operational decisions.

Describe how you build and use technical champions during a sales cycle.

I identify people who experience the problem directly, have influence within the buying group, and see value in driving change. I help them articulate internal success criteria, provide reusable technical and business evidence, and equip them for stakeholder conversations. I also maintain direct relationships across the account so the opportunity does not depend on one individual.

What would you do if a strategic account repeatedly did not respond to outreach?

I would reassess the account hypothesis, stakeholders, message relevance, and engagement channels rather than simply repeating the same outreach. I would coordinate with the Account Executive, use research and mutual connections where appropriate, tailor content to likely initiatives, and maintain disciplined follow-up. Persistence should be paired with high-quality preparation and a clear reason for each contact.

How do you adapt a product demonstration for technical and executive audiences in the same meeting?

I establish the audience's desired outcomes beforehand and build a narrative that starts with the business impact. During the demonstration, I use technical depth selectively to establish credibility while continually linking capabilities to reliability, speed, risk reduction, and operational efficiency. I reserve deeper architecture discussion for the relevant technical participants and confirm alignment throughout the session.

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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