Director, Technical Program Management - Technical Solutions Operations (Boston)

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 DoRun 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 business outcomes such as productivity gains, revenue influence, cost efficiency, or customer experience improvements. Establish a PMO operating standard that other TS leaders adopt as the benchmark.Build capabilities that scale across TS, not point solutions. Build durable, cross-functional capabilities that drive business outcomes across every function in TS. Solve systemic problems with scalable solutions and operating models — not one-off fixes — and hold your team to the same standard.Drive programs from alignment to impact. Establish clear scope, sequencing, ownership, and success metrics before execution begins. Hold your team to rigorous delivery standards and close every program with post-launch reporting that connects leverage created directly to business outcomes for partner teams.Represent TSO in executive forums. Represent TSO in executive forums with Director and VP-level counterparts across TS. Come prepared with clear recommendations, framed trade-offs, and the ability to drive decisions — not surface issues. Own stakeholder relationships and outcomes and drive alignment across disparate teams. Deploy AI to create operational leverage. Identify and build AI-enabled workflows that reduce friction across how programs are planned, communicated, and executed — for your team and for the TS functions you support. This is a core expectation, not a future initiative. You bring a clear point of view on where AI creates a genuine capability shift and you build toward it.Develop the TPM team and raise the bar. Lead a team of senior Technical Program Managers delivering complex, concurrent initiatives across TS. Raise the bar for execution quality, stakeholder management, and accountability — and develop a team that operates independently and owns outcomes.Build cross-functional relationships before you need them. Build cross-functional relationships across TS and adjacent functions before programs require it. Use influence, credibility, and direct engagement to drive alignment, resolve tension, and expand the reach and impact of TSO well beyond its own boundaries.Who You Are10+ years running complex, cross-functional programs at a senior level, with VPs and senior Directors as your primary stakeholders — ideally within a high-growth B2B SaaS go-to-market, customer-facing, or revenue operations organizationA systems builder with a track record of designing operating models, playbooks, and frameworks that other teams adopted as a reference standardAutonomously executive-ready — decisive under ambiguity, composed under pressure, and capable of leading VP-level conversations without preparation coachingExperienced applying AI as an operational tool, with a practical point of view on where it creates capability shifts — not just productivity gainsA developer of senior talent who raises the bar on what great program management looks like and builds teams that operate independently at a high standardOutcome-oriented and metric-driven — you define success before work begins and hold yourself and your team accountable to delivering against itPreferred ExperienceExperience supporting large-scale go-to-market or customer-facing technical organizations spanning sales engineering, post-sales, technical support, or solutions architectureFamiliarity with support operations platforms and the workflows they enable across technical teamsExperience designing org-wide AI-enabled capabilities in an operational contextBackground in tooling strategy, workforce planning, or operational transformation at scale in a SaaS environmentDatadog 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: New hire stock equity (RSUs) and employee stock purchase plan (ESPP)Continuous professional development, product training, and career pathingIntradepartmental mentor and buddy program for in-house networkingAn inclusive company culture, ability to join our Community Guilds (Datadog employee resource groups)Access to Inclusion Talks, our Internal panel discussionsFree, global mental health benefits for employees and dependents age 6+Competitive global benefitsBenefits and Growth listed above may vary based on the country of your employment and the nature of your employment with Datadog. To conform to US export control regulations, candidates should be eligible for any required authorizations from the US government. This job is available in various departments within our company; to conform to US export control regulations, some of these roles may require candidates to be eligible for any required authorizations from the US government.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:$224,000—$280,000 USDAbout 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. 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