[![Image]() Meet Jobicy Copilot — free AI autofill for job applications + remote job alerts ›](#) [All remote jobs](https://jobicy.com/jobs.md)Open role[![Datadog logo](https://jobicy.com/data/server-nyc0409/galaxy/mercury/2025/06/c1654fc7-221.jpg)](https://jobicy.com/company/datadog.md)Remote opportunity at[Datadog](https://jobicy.com/company/datadog.md) # Director, Enterprise Sales Engineering – US Central Review the role, location requirements, compensation details, and application process before deciding whether this opportunity fits your next career move. [Apply for this job](#job-application)[View company](https://jobicy.com/company/datadog.md)Share7 Sep 2026Published49Listing views4Application actions7 Oct 2026Apply before Opportunity details ## About this role. AI SummaryDatadog is seeking a senior sales engineering leader to direct enterprise Sales Engineering across the US Central region. The role leads frontline SE managers, owns regional execution and capacity planning, and partners with sales leadership on go-to-market strategy and major opportunities. It requires deep technical-sales credibility in cloud, observability, security, DevOps, and enterprise solution selling. The director will hire, coach, and scale leaders and ICs while improving operational rigor, evaluation frameworks, forecasting, and customer outcomes. This hybrid regional leadership position also requires travel for customer and internal engagements. ## Role DNA A quick view of the complexity, pace, ownership and collaboration implied by the job description. ### Job Complexity 5/5EasyHard ### Pace & Pressure 5/5RelaxedFast-paced ### Autonomy Level 5/5GuidedFull ownership ### Communication Load 5/5IndependentCollaborative AI insightThis is a high-impact director role requiring more than 10 years of technical customer-facing experience and at least 5 years leading frontline SE leaders. Success depends on simultaneously managing regional performance, complex enterprise deals, executive stakeholders, talent development, and multi-quarter operating plans. ## Salary analysis Estimated compensation compared with the broader US market for similar roles. Estimated job medianHighly competitive$210,000US market range$180k–$240k0$264k AI insightThe disclosed yearly base salary range is $180,000 to $240,000 USD, producing a job median of $210,000 USD. This is aligned with the US market for a director-level enterprise sales engineering leader; the posting notes that equity and variable compensation may be offered in addition to salary. ## Core skills Skills and capabilities most closely associated with this opportunity. [Enterprise Sales Engineering](https://jobicy.com/jobs?search_keywords=Enterprise%20Sales%20Engineering.md)[Sales Leadership](https://jobicy.com/jobs?search_keywords=Sales%20Leadership.md)[Solutions Engineering](https://jobicy.com/jobs?search_keywords=Solutions%20Engineering.md)[Cloud Observability](https://jobicy.com/jobs?search_keywords=Cloud%20Observability.md)[Cloud Security](https://jobicy.com/jobs?search_keywords=Cloud%20Security.md)[AWS](https://jobicy.com/jobs?search_keywords=AWS.md)[Azure](https://jobicy.com/jobs?search_keywords=Azure.md)[GCP](https://jobicy.com/jobs?search_keywords=GCP.md)[Kubernetes](https://jobicy.com/jobs?search_keywords=Kubernetes.md)[MEDDICC](https://jobicy.com/jobs?search_keywords=MEDDICC.md) Sample interview questionsHow have you scaled a sales engineering organization while preserving technical quality and customer experience?I establish clear role expectations, repeatable discovery and evaluation frameworks, and a manager operating cadence based on leading indicators such as coverage, utilization, pipeline support, and win-rate influence. I then coach leaders to inspect deal quality, develop talent plans, and share successful practices across teams. Describe how you would support a strategic enterprise opportunity without taking ownership away from the account team. I would align early on account objectives, stakeholder map, technical risks, and executive engagement plan. I would add value through executive-level technical credibility, removing cross-functional blockers, and coaching the SE leader on strategy while keeping the field team accountable for day-to-day execution. How do you balance multi-quarter capacity planning with immediate regional execution needs? I use a rolling planning process that combines current pipeline and utilization data with expected territory growth, hiring lead times, and skills gaps. This enables short-term resource decisions while maintaining a forward-looking hiring and enablement plan for future demand. What metrics would you use to evaluate the health and impact of a regional Sales Engineering team? I would track capacity coverage, utilization, time-to-productivity, evaluation progression, technical win rate, sales-cycle efficiency, forecast quality, customer adoption signals, and retention of key talent. I would pair these metrics with qualitative deal reviews to ensure the team is driving meaningful customer outcomes rather than optimizing only activity volume. How would you help SEs communicate sophisticated observability or security concepts to business executives? I would coach them to begin with business risk, operational impact, and desired outcomes before introducing architecture or features. Using a structured narrative, customer-specific evidence, and plain-language examples helps connect technical capabilities to resilience, developer productivity, risk reduction, and financial value. As a Director, Enterprise Sales Engineering, you will lead a team of frontline leaders, driving account strategy, deal execution, operational excellence, and team development across your region. This is a strategic leadership role with regional impact within North America. You will act as a force multiplier by owning team and region performance, shaping execution standards, and partnering closely with Sales leadership to influence go to market strategy, improve outcomes, and scale impact beyond individual deals. 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: * 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. Who You Are: * 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. * Is naturally proactive, constantly introducing new ideas and finding better and more efficient ways to help SEs deliver better outcomes for our customers. * 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. * Passion for building scalable processes and fostering a collaborative, inclusive team culture. * Track record of driving technical sales success at scale. * Exceptional leadership, coaching, and team-building capabilities, with experience scaling high-impact teams. * 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. 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: $180,000—$240,000 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](https://www.instagram.com/datadoghq/?hl=en), [LinkedIn,](https://www.linkedin.com/company/datadog) and [Datadog Learning Center.](https://learn.datadoghq.com/) Equal Opportunity at Datadog: Datadog is proud to offer [equal employment opportunity](https://www.eeoc.gov/sites/default/files/2023-06/22-088_EEOC_KnowYourRights6.12ScreenRdr.pdf) 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](https://www.datadoghq.com/legal/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](https://docs.google.com/forms/d/e/1FAIpQLSeoJeduEZ2NdZF_65uZmWUrCM-zee7yADXX1s6Xr9zAGq8iKA/viewform). 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](https://www.datadoghq.com/legal/applicant-candidate-privacy/). For information on our AI policy, please visit [Interviewing at Datadog AI Guidelines](https://www.datadoghq.com/legal/interviewing-at-datadog-ai-guidelines/). 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