Senior Software Engineer in Massachusetts

Datadog’s Cloud Observability group is one of the core data retrieval and processing groups powering our foundational product, Infrastructure Monitoring. The group’s scope includes integration with all major hyperscalers (AWS, Azure, GCP, OCI), as well as both regional and GPU-specific cloud providers. As Director, you will own engineering for all clouds, generating more than 10 million metric points per second, managing ~40 engineers through a team of Engineering Managers. You’ll partner with Senior Directors and product leadership to shape the roadmap, not just execute against it, managing the growth of one of Datadog’s foundational teams. At Datadog, we place value in our office culture - the relationships that it builds, the creativity it brings to the table, and the collaboration of being together. We operate as a hybrid workplace to ensure our employees can create a work-life harmony that best fits them. What You'll Do: Own engineering for all of Cloud Observability Manage ~40 engineers through a layer of Engineering Managers; this is a manager-of-managers role Shape the roadmap alongside product leadership rather than simply executing against it — push back on, iterate on, and help author the strategy for your area Drive AI adoption across the engineering org, from tooling and workflows to product features and team practices Navigate cross-team dependencies across the Agent, Telemetry Onboarding, Integrations, Action Platform, and Infrastructure Monitoring. Build and retain engineering talent in NYC, Boston, and Paris, mentor Engineering Managers toward Director readiness, and participate in the on-call rotation Who You Are: You have directly managed Engineering Managers, not just individual contributors You have deep experience with one or more cloud providers, ideally with experience operating large-scale systems in the cloud. You have a solid understanding of cloud economics, as well as how to balance performance and cos

Commercial Account Manager Description - Job Summary • This role is responsible for identifying customers’ unique requirements and implementing account planning for growth opportunities. The role acts as a subject matter expert, applies consultative selling techniques, and mentors junior account managers. Responsibilities • Demonstrates an advanced level of subject matter expertise and employs consultative-selling techniques to identify and advance opportunities. • Coordinates and owns account plans for strategic commercial accounts, focusing on larger deals, portfolio management, and effectively selling the organization’s offerings. • Identifies complex customer requirements, maps them with the organization’s capabilities, and chooses the most suitable direct/indirect supply chain options. • Builds strong professional relationships with high-level clients, gains a deep understanding of their unique business needs, and aligns the organization's solutions accordingly. • Develops and executes sales strategies, territory account plans, and market penetration strategies to drive significant revenue growth and expand market share. • Analyzes and interprets key performance indicators (KPIs) and market trends to provide strategic insights and recommendations to senior management for optimizing sales performance. • Engages strategically with partners to improve win rates on selective deals and consistently achieves and manages quarterly, half-yearly, and yearly sales quotas. • Leads contract negotiations with major clients, overseeing contract terms and renewals with a proactive approach to ensure profitable deals and lasting positive relationships. • Manages the sales pipeline, enters, and updates opportunities in the pipeline tool, and implements pipeline management practices. • Conducts regular strategic business rev

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-lev