Datadog For Startups in Massachusetts

We are seeking a Head of Executive Search to build and lead a centralized, specialized function responsible for global leadership hiring across sales, marketing, technical solutions, and G&A. This role will bring consistency, rigor, and strategic ownership to Senior Director, VP, and SVP hiring while partnering closely with executive stakeholders to deliver high-impact talent outcomes. You will elevate assessment and decision-making practices, develop proactive executive talent pipelines, and generate market intelligence that informs hiring and organizational strategy. This is a high-visibility opportunity to shape how Datadog attracts, evaluates, and hires senior leadership globally, with potential to expand scope to Director+ and executive-level searches over time. 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 end-to-end strategy and execution for Senior Director, VP, and SVP searches, with dotted line to APAC Recruit highly confidential searches end to end, taking on execution responsibilities when needed Build and lead a specialized executive search team, including defining operating rhythms and performance expectations Establish and operationalize a standardized leadership hiring playbook, including executive assessment frameworks, confidentiality protocols, and stakeholder governance Partner directly with C-suite, VP, and SVP stakeholders to drive alignment, calibration, and high-quality hiring decisions Develop proactive, long-term pipelines for critical leadership roles while producing market intelligence to inform talent and organizational strategy Define and execute an agency engagement and executive candidate closing strategy to reduce external spend and deliver a high-touch candidate experience Who You Are: Expe

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

Senior Product Manager - Search Datadog’s Search team helps users – both human and agents – find answers to their questions. Search is a critical function in Datadog, and touches many product surfaces: the query editors in product homepages and dashboards, search bars for finding relevant assets, the global cmd+k navigation search, and the MCP tools that our Bits AI agent uses to respond to natural language prompts. Search is a full-stack team: owning user-facing search components, backend search ranking systems, and machine learning models to produce recommendations. The Search team is relatively new, and still growing. We have recently built out agentic search tools, and we are looking for a leader to help us expand to ambitious orchestration systems that deliver accurate results, and proactive recommendations across both keyword and semantic search. Beyond this, you’ll have room to influence how Datadog thinks about Search as a strategic surface. What you’ll do: Define and deliver how Datadog's AI agents discover the right context and tools to answer natural-language questions accurately and at scale Stay on top of industry trends in UI and agentic search experiences and capabilities Collaborate with Applied AI teams to integrate ranking, personalization, and recommendation models that scale across both human and agentic users Define and monitor KPIs for search quality, adoption, and downstream impact on user productivity; use them to drive data-informed decision making Engage directly with customers and internal product teams to deeply understand search journeys across query editors, global navigation, and natural-language agent interfaces Who you are: You have experience with search, ranking, or recommendation systems You are familiar with or very interested in MCP servers and differences between human and agentic UX You have a sharp eye for design and strong opinions on the micro-interactions — keyboard navigation, autocomplete behavior, loading

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. A Technical Account Manager (TAM) will continue to provide hands-on technical services to our largest customers by supporting, adopting and providing guidance over the comprehensive suite of products and features available at Datadog. A TAM is held in high regard as an expert and trusted advisor for how IT Operations translates to business value. 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: Advise on technical support and product adoption for customers in line with pre-sales, post-sales and the renewal processes Analyze customer’s IT Operations environment on a regular basis and provide recommendations that will maximize Datadog’s value. Be the customer’s advocate by knowing their goals and use cases then suggesting process changes, product adoption, configuration and additional features to meet their requirements Participate and prepare for Monthly and Quarterly Business Reviews with customers Collaborate with Datadog’s product management, engineering and technical services teams to help identify new features and products Continuously evolve best practice to technical product adoption and customer success Who You Are: Someone with a solid technical grounding and hands-on experience of IT Operations Confident in your hands on experience AWS, Azure or GCP Comfortable scripting languages like Python, Javascript, Ruby, Perl, Go, PHP, or Chef/Puppet etc. Skilled in using CI/CD tools e.g. Jenkins, Gitlab etc. Knowledgeable about Containerization tools e.g. Docker, Kubernetes or Rancher etc. Able to sit up to 4 hours, traveling to and from client sites A

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 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

You will have the opportunity to shape, mold, and impact how fast we grow, the way we’re viewed, and the candidate experience. We are looking to hire a Recruiter who will be responsible for finding the best talent; you will be the face of recruiting at Datadog! You will be the first point of contact for new candidates in the hiring process, playing a critical role in identifying great candidates, telling the Datadog story and ultimately turning great candidates into great employees. 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: Find qualified talent for our open roles via sourcing, job posts, referrals, and agencies Screen candidates to ensure their qualifications match the open roles Collaborate with leadership to design or streamline interview processes Ensure follow up and closure for all interviewed candidates Negotiate compensation with qualified candidates Enhance our recruitment process through training interview teams Leverage Greenhouse to track candidate progress through funnel, resurface existing talent, and keep consistently clean data for reporting Ensure candidates have an excellent interview experience - regardless of outcome Who You Are: Experienced in full-lifecycle recruiting, with 5+ years either in-house or in a staffing agency environment A sourcing master in your ability to identify where top talent lives Autonomous with a demonstrated ability to work independently and simultaneously on multiple positions Exceptional at selling value proposition, negotiating and closing great candidates Skilled at operating with a sense of urgency in all stages of the recruiting cycle Able to successfully navigate an ever-changing process Datadog values people from a

As organizations rapidly adopt AI applications and agentic systems, security teams need visibility and control over how these technologies are being used. Datadog's AI & Data Security product helps customers discover, secure, and govern AI usage across their environments ensuring sensitive data is properly managed from model training through production. As a Product Manager II for AI & Data Security, you will own capabilities for AI discovery, posture management, and data security; giving customers complete visibility into their AI applications, agents, and enabling ecosystem, with prioritized actions to operate AI systems securely. You'll partner with engineering, design, security research, and GTM teams to define and ship platform capabilities that help organizations adopt AI at 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: Own the roadmap for AI & Data Security capabilities, including AI and data discovery & posture management. Define how security teams can assess and manage the security posture of AI-enabled systems, including configuration risks, sensitive data exposure, and policy violations. Work closely with engineers and designers to deliver new product capabilities end-to-end, from early concept through launch and iteration. Partner with Datadog security researchers to identify emerging risks in AI systems and translate them into actionable product features. Engage with customers to understand how they are adopting AI and validate solutions that help them operate these systems securely. Collaborate with go-to-market teams to enable adoption and communicate the value of AI security capabilities to customers. Who You Are: You have 3+ years of product management experience building technical products, ideally in security,

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 Product Solution Architecture team works closely with Datadog customers, Datadog’s Product management, engineering and Tech Solutions teams to help architect and implement the Datadog Solution. The team has grown to cover more than 12 Product Categories and needs a highly motivated, results-oriented individual to help lead the team. 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 a team of expert individual contributors, working with Engineering and Product Management on their Product, who help create best practices for adoption of Datadog at scale. Assist in recruiting and hiring of top talent for the team. Mentor/coach new hires during on-boarding to ensure proper ramping of skills and capabilities Ensure that your team is aligned to top company initiatives and enabled to work with various Datadog internal and external stakeholders Deliver performance reviews along with collaborating on and executing individual development plans Be a Trusted Advisor to Product Management by providing high quality feedback based on your field experience working closely with our Sales, Support, Partners and Customers Offer guidance on architecture choices, data collection, and best practices to large Enterprise customers as they adopt these Datadog services across the organization Participate in Executive Brief conversations with high profile customers and prospects about overall architecture, Observability Best Practices and industry trends Who You Are: 10+ years of experience solving complex problems for customers and a strong kno

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’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

We’re building the Compensation functions with the People team to scale with and support one of the fastest growing companies in tech. We're experiencing tremendous growth worldwide, and you will be key to incentivizing and rewarding employees on this exciting path. As one of the first people in an emerging function, you have a unique opportunity to put your stamp on the role and set the path for the future. 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: Collaborate closely with global business recruiting team on offers in real time as a trusted advisor Consult with and influence HR Business Partners, Recruiting, and Managers + Leadership to help drive compensation decisions and strategy critical for our Go To Market functions (sale, marketing) Use external data and a strong understanding of our business, maintain a competitive and current job catalog for all of our Technical Solutions and General & Administration teams Provide regular updates on industry trends and best practices, especially with respect to stock, to help ensure our overall Compensation strategy is highly competitive Partner with compensation colleagues to support the compensation team’s internal data gathering, modeling, analytics, reporting, and insights, using recruiting intelligence, manager knowledge, and benchmarking surveys to make sure our compensation approach is market-leading, scalable, and internally aligned Identify when our standard program is not meeting the needs of the business and proactively suggest improvements Who You Are: Experience in 5+ years of Compensation work, with expert-level understanding of compensation survey data and providers, and industry best practices You have supported technical solutions and/or general administrati

We are seeking a motivated and experienced Technical Program Manager II to join Datadog’s Technical Solutions organization. This organization is made up of 1,200+ customer-facing technical experts around the world — including Sales Engineers, Technical Account Managers, Support Engineers, and Solution Architects — who work with prospects and customers throughout their journey with Datadog to deliver outstanding experiences and drive growth through product adoption. As a Technical Program Manager II, you will lead and support a variety of technical programs that help these customer-facing teams work more effectively. Depending on the needs of the organization, this could include programs related to internal tooling, process improvement, knowledge and content systems, or other cross-functional initiatives. You’ll partner closely with team leads, subject matter experts, and other stakeholders to bring structure and clarity to moderately complex, cross-team programs, and you’ll act as a multiplier for the teams you support by driving programs from planning through delivery. Candidates who have previously led projects for customer-facing technical teams are especially encouraged to apply. 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 delivery of cross-team programs that support one or more Technical Solutions teams — coordinating stakeholders, dependencies, and timelines to keep work on track from kickoff through delivery. Partner with team leads, subject matter experts, and cross-functional stakeholders to translate program goals into clear, actionable plans, and document scope, timeline, and quality expectations along the way. Establish and maintain program management fundamentals — project trackers, status updates, risk logs — so stakeholders always

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