Workplace Experience Manager Lead in Massachusetts

The Product Solutions Architecture (PSA) team acts as a technical multiplier across Datadog. PSAs are domain experts who partner with Field teams on complex customer use cases across pre- and post-sales engagements and scale their impact by producing reusable collateral, including reference architectures, technical guides, and enablement assets. By feeding real-world customer insights back to Datadog Product teams, PSAs help influence product roadmaps while accelerating adoption, usage, and long-term customer success. Datadog’s LLM Observability product enables organizations to monitor, troubleshoot, and optimize large-scale LLM-powered applications with confidence, while meeting requirements around data privacy, compliance, and cost management. As a Product Solutions Architect, you will partner closely with Datadog customers and the LLM Observability product team to design architectures, implement best practices, and drive adoption of LLM observability across customer environments. 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: Serve as the in-house subject matter expert for Datadog’s LLM Observability product Partner with Field teams to provide hands-on technical and architectural guidance to enterprise customers adopting LLM Observability Create high-impact technical collateral, including reference architectures, technical guides, cookbooks, and documentation to enable Field teams and the broader customer community Build proofs of concept and small-scale deployments to validate solutions and reproduce real-world customer environments Act as a trusted advisor to Product Management by delivering actionable feedback informed by real-world field experience Who You Are: You bring a strong software engineering foundation, with hands-on experience bu

We’re looking for Software Engineering Interns to help build and scale the systems that power Datadog’s observability and security platform. Interns contribute directly to real-world engineering challenges across backend, frontend, infrastructure, data engineering, and developer tooling while working alongside experienced engineers and mentors. You’ll help design, build, and improve systems that process and analyze massive volumes of metrics, logs, and application data in real time. Whether you’re interested in distributed systems, Kubernetes, AI-powered products like Bits AI, or developer platform tooling, you’ll work on meaningful projects that deliver impact to customers at global scale. 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: Contribute to production systems that process and analyze large-scale observability and application data in real time Build and improve distributed systems across backend infrastructure, developer platforms, and cloud-native services Help identify and solve performance, reliability, and scalability challenges in critical services supporting Datadog’s growing customer base Own and deliver technical projects from design through deployment with support from experienced engineers and mentors Develop technical expertise through hands-on experience with technologies such as Kubernetes, distributed systems, and cloud-native infrastructure Collaborate with fellow interns, mentors, and engineers while building software that delivers impact at global scale Who You Are: Pursuing a degree in Computer Science, Software Engineering, or a related technical field, or have equivalent practical experience Targeting a 2028 full-time start date Demonstrate strong computer science fundamentals, including data struc

Datadog’s Cloud Networks team designs, builds, and maintains the production network infrastructure that powers everything built on top of our platform across AWS, GCP, Azure, and beyond. In this role, you’ll set technical direction for how we scale our multi-region, multi-cloud network footprint while keeping reliability and performance high. You’ll partner closely with internal teams and Cloud Service Providers to troubleshoot complex connectivity issues, integrate new networking capabilities, and improve the foundations our engineers and customers rely on. This is a high-impact opportunity to drive meaningful improvements in scale, resiliency, and cost efficiency. 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: Design, build, and operate cloud network infrastructure across AWS, GCP, Azure, and Neoclouds in a multi-region environment. Own connectivity between clouds, customers, and developers—ensuring scalable, secure, and reliable network paths. Set clear technical direction for expanding data centers and evolving the network while maintaining stability and performance. Improve cross-site and cross-region connectivity patterns to support Datadog’s growing platform needs. Lead deep investigations into latency, packet loss, and connectivity failures – from pcap and path analysis through to escalations with cloud providers that may originate from customer support Identify and deliver network-related efficiency and cost-saving opportunities that positively impact business health. Who You Are: You have deep networking expertise. You understand BGP, route policies, path selection, prefix advertisement, and what breaks in large-scale networking. You have substantial experience designing, building, and evolving large-scale Software-Defined Networks—inclu

Our SLED sales team works with a best-of-breed product that solves real problems for our customers. Sellers follow a well-defined methodology that helps them identify the customer's unique needs and clearly convey the value of the Datadog product. Whether you're looking to learn from the best or be the best, the Datadog sales team is dedicated to furthering personal development and team success. We are searching for an experienced SLED Sales Executive that has a real passion for technology and can deliver on bold revenue targets. As we continue to enter into bigger markets, and formalize our support for the Public Sector enterprise segment, this division within Datadog will blaze the path for organizational growth. This is a lucrative opportunity to break into new State, Local, and Education accounts within a rich territory, as well work with accounts who are in a hybrid state and transitioning to the cloud. 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: Prospect into large State, Local, and Education organizations while running an efficient sales process Maintain, build and own specific relationship maps for your territory including existing relationships and aspirational contacts Develop a deep comprehension of customer's business Negotiate favorable pricing and business terms with large SLED enterprises by selling value and ROI Handle existing customer expectations while expanding reach and depth into assigned territory Demonstrate resourcefulness when faced with challenges that defy easy solution Have intuitive sense of necessary steps to close business and gain customer validation Identify robust set of value drivers behind all opportunities Ensure high forecasting accuracy and consistency Who You Are: Someone with 5+ years closing expe

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

Datadog’s People Technology team is building the future of AI at work. We’re looking for a People Systems Developer to design and deploy AI-native workflows that transform how we hire, develop, and support our employees. This is a high-impact hands-on builder role. You’ll move beyond traditional HRIS configuration to prototype and productionize AI-enabled systems across talent acquisition, onboarding, performance, workforce planning, and internal service delivery. You’ll operate with high autonomy, partner directly with stakeholders, and ship solutions that measurably improve how our People team works. 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 Design, build, test, and implement AI-enabled workflows and tools, moving from proofs of concept to full production and adoption based on user feedback. Rapidly prototype using LLMs, APIs, and automation frameworks — and move validated ideas into secure, scalable production systems. Integrate AI capabilities into our ecosystem (Workday, Greenhouse, Slack, Snowflake, Jira, Google Workspace, and more). Partner directly with stakeholders like People Analytics, HRBPs, IT, Legal, and Security to ensure solutions are usable, compliant, and follow responsible AI practices. Evaluate AI tools and vendors through hands-on experimentation. Enable the broader People team to adopt AI effectively and responsibly. Success in this role includes reducing manual People workflows by at least 20% through AI-enabled automation and intelligent system design. 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. Who You Are 3-5 years of exper

Datadog is seeking a Payroll Specialist to keep up with our rapidly growing company. As a Payroll Specialist, you will support the US payroll process for over 3000 employees. Direct responsibilities will include facilitating the semi monthly payroll for salaried exempt and nonexempt employees. The Payroll Specialist will review accuracy and partner closely with senior team leads to ensure payrolls are processed in a timely fashion. You will also be responsible for providing administrative support across our Canada, and Latin America population. Most importantly, you will collaborate with our People and Finance teams to continue to scale this important function. 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 Partner with payroll team stakeholders to analyze data entry feeds while also supporting the semi-monthly payroll process from start to finish, ensuring employees are paid correctly and on time within our Workday payroll module. Understand the US payroll function and process payroll according to internal accounting principals and regulatory requirements. Process new hires, terminations, status changes, tax changes, domestic and international transfers, 401k contribution feeds and changes, timesheet data, compensation changes, employee personal information changes, retroactive adjustments, garnishments and supplemental payments entered into Workday HRIS. Resolve payroll discrepancies by running and analyzing Workday data reports. Directly involved in processing of equity transactions inclusive of restricted stock units (RSU), non-qualified stock options (NSO), incentive stock options (ISO), disqualified dispositions and all other equity related transactions. Collaborate with Finance stakeholders to support audits, identify and

We are Datadog's in-house product experts. The technical solutions team enables Datadog's worldwide growth by educating potential clients and ensuring that existing customers are happy and successful. The Partner Solution Architect (PSA) is a Datadog expert who will work closely with Datadog’s Director of Partner Solutions Architects, and is aligned to our Channels & Alliances business segment. The PSA is responsible for supporting a variety of technical initiatives and activities for our partners (for example: cloud migration, application modernization, DevOps transformation). They are accountable for the outcome of these initiatives, and frequently collaborate with both Datadog and Partner resources to drive success. The PSA is a trusted technical advisor for our Partner channel. 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: Ensure the successful onboarding, training, enablement, and certification of partner technical resources; Participate in periodic joint business planning and review sessions to ensure direct alignment between Datadog and Partner technical teams; Collaborate internally to support Partner technical initiatives such as end-customer demonstrations and proofs of value; partner team enablement workshops; assessment, advice, and coaching on lead practices; Advocate on behalf of Partners’ technical concerns (use cases, feature requests, support issues, e.g.) with Datadog internal teams and personnel, helping to bring those concerns to resolution; Analyze and understand Partner service offerings on a regular basis and provide recommendations to enhance the value of those services through greater or improved adoption of Datadog features and capabilities; Collaborate with Datadog’s product management, engineering and techn

Datadog is looking for a visionary Senior Leader of Sales Engineering (SE) to lead and scale a high-performing team of SE Directors in North America across Enterprise, Majors, and Public Sector accounts. This is a strategic leadership role with regional and global impact. You will define the Sales Engineering strategy for North America and act as a regional voice in global discussions with Product Management, Engineering, and Go-To-Market teams—ensuring that customer needs in North America influence Datadog’s global direction. 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 Will Do Executive Leadership & Organizational Growth Recruit, develop, and lead a team 3rd line SE Directors, fostering a culture of technical excellence, customer-centricity, and continuous growth. Define and drive the technical sales strategy across North America, and globally. Set the vision, priorities, and operating model for Sales Engineering, ensuring alignment with Datadog’s business objectives and local market dynamics. Partner with Sales Leadership to align on revenue targets, go-to-market initiatives, and strategic customer engagement across the region. Represent North America Sales Engineering globally, ensuring regional perspectives and requirements are reflected in Datadog’s product roadmap and GTM planning. Customer Partnership & Advocacy Act as a trusted advisor to C-level and senior technical executives, demonstrating how Datadog solves critical observability, performance, and security challenges, especially given the rapid business adoption of AI. Provide executive support for high-stakes opportunities, offering guidance throughout complex sales cycles. Serve as an executive sponsor for strategic customers across North America. Promote value-based technical s

The ML Observability team builds cutting-edge tools to monitor, explain, and improve AI systems in production, particularly those leveraging Large Language Models (LLMs) and generative AI. We provide robust, scalable observability for AI workloads, including drift detection and model evaluation, and behavior tracing, enabling customers to ship AI with confidence. As a Staff Engineer, you’ll lead the development of new features and foundational capabilities within Datadog’s LLM Observability product. You will shape product direction, drive experimentation, and apply your deep understanding of both AI systems and software engineering to solve open-ended problems in the fast-moving AI landscape. Your work will directly impact how our customers monitor, troubleshoot, and optimize LLM-based applications in production. Join us in building the foundational tools that make AI systems observable, understandable, and reliable in the real world. 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: Drive design and implementation of LLM observability features. Ideate, prototype, and scale new product features to provide insights and drive improvements for generative AI systems Work cross-functionally with other eng teams, product, UX, and applied science to iterate fast and find product-market fit Develop and extend tools for tracing, evaluating, and debugging LLMs Influence architecture decisions and mentor engineers to build resilient, high-performance systems Stay close to customer pain points and use those insights to guide product and engineering priorities Stay current with industry trends and advancements in machine learning and observability, driving innovation within the team Who You Are: You have a BS/MS/PhD in a Computer Science, Engineering or r

Datadog's Technical Solutions (TS) organization is one of the largest organizations in the company — spanning Sales Engineers, Technical Account Managers, Enterprise Customer Success Managers, Technical Support Engineers, and Solutions Architects who work with prospects and customers across every stage of their journey with Datadog. Technical Solutions Operations (TSO) exists to make that organization faster, smarter, and more scalable. We build the systems, analytics & programs that give TS teams more leverage — and we measure our success by the business outcomes we drive, not the projects we complete. The programs this team runs touch every function in TS, and the operating model you build will define how that scales. We're looking for a Director of Technical Program Management to lead the TSO Program Management team. This role sits at the intersection of strategy and execution: you'll own the programs that shape how TS operates at scale, lead a team of technical program managers, and serve as a peer to the Directors and VPs who run the teams you support. Your counterparts are leaders overseeing hundreds of customer-facing technical professionals, and your role is to successfully interface with each organization with proactive solutions on how your team can help them be more effective. This is a rare opportunity to lead a function where the output isn't a deliverable, it's organizational capability. If you want to build something that compounds across an entire organization, this is the role. 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 Run the PMO as a business impact function. Own the PMO operating model end-to-end, including intake, prioritization, scoping, execution, and impact measurement — with every program directly linked to measurable bu

Datadog is seeking a Senior Payroll Specialist to keep up with our rapidly growing company. In this role, you will support the payrolls either directly through Workday and ADP or indirectly via a PEO (Professional Employer Organization) for the Americas (Canada, Mexico, and Brazil).. The individual will work closely with the internal team and with local payroll providers in order to securely process payroll within specified deadlines. You will also play a key role in supporting the company’s equity events by coordinating with the Equity team for stock based compensation including Restricted Stock Unit releases, Non Qualified Stock Options, and Employee Stock Purchase transactions, ensuring accurate tax withholding, regulatory compliance, and timely reporting. Most importantly, you will collaborate with our People and Finance teams to continue to scale this critical function. 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 Manage the preparation and processing of payroll, ensuring data accuracy and meeting of deadlines. Handle all government reporting requirements for payroll taxes, withholdings and employer contributions. Manage regional payroll partners and PEO, including defining KPIs and standards they are required to meet. Liaise with payroll counterparts in APAC and EMEA to ensure global consistency of payroll processes and practices. Partner with the Benefits team on all matters involving benefits. Partner with the HRIS team for configuration and testing of new codes, tax withholding configurations, inbound/outbound integrations, and all other payroll related projects involving Workday. Partner with Finance stakeholders bridging the relationship between Payroll and Finance functions and support audits, identify and implemen