Sr Technical Program Manager (TS Systems)

Sr Technical Program Manager (TS Systems) - Datadog

We are seeking a highly motivated and experienced Senior Technical Program Manager to lead and evolve our Systems program within the Technical Solutions (TS) organization. Datadog’s TS org is composed of 1000+ customer-facing technical experts around the world from Sales Engineers, Technical Account Managers, Support Engineers, and Solution Architects who work with prospects and customers across their journey with Datadog to deliver outstanding customer experiences and drive growth through rapid product adoption.

As a TPM on our Technical Solutions Operations (TS Ops) team, you will serve as a multiplier for the TS Org by spearheading large-scale system implementations, migrations, and vendor management strategies to ensure we scale efficiently and effectively. You will play a pivotal role in evaluating tools and integrations, overseeing process improvements, and ensuring data-driven decisions shape the next generation of systems supporting Datadog’s customer engagement. By partnering closely with cross-functional teams—Engineering, Sales Systems, Data & Analytics, Vendor Teams, TS, and Enablement teams across Datadog’s—you will ensure our sales, support and success systems are robust, well-integrated, and future-ready. Additionally, you will stay attuned to business priorities, product investments, and emerging needs, ensuring that the systems we rely on evolve in lockstep with Datadog’s growth.

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

Program Ownership: Define and execute a roadmap for large-scale system implementations, upgrades, and integrations within the TS org—covering platforms like Zendesk, Assembled, and other key tools.

Vendor & License Management: Serve as the primary vendor manager for crucial platforms, overseeing renewals, license allocations, cost optimization, and relationship-building with external providers.

Operational Excellence: Manage the end-to-end program lifecycle—including requirements gathering, gap analysis, change management, training, and adoption—to deliver projects on scope, schedule, and budget.

Systems Administration & Governance: Establish clear processes for reviewing triggers, deciding system configurations, approving Coupa spend, and maintaining efficient workflows across TS tools.

Cross-Functional Collaboration: Coordinate with Engineering, Product, Data & Analytics and Enablement teams to align system capabilities with broader product investments and organizational objectives.

Stakeholder Communication: Provide regular updates on progress, risks, and outcomes to senior leaders; proactively identify and remove blockers to maintain momentum.

Data & Metrics: Develop and track KPIs that quantify system performance, ROI, and operational maturity, using insights to guide iterative improvements and inform decision-making.

Change Management: Lead large tool migrations and rollouts—ensuring minimal disruption to business operations, seamless user adoption, and high impact.

Thought Leadership: Contribute to and help scale our established PMO—introducing best practices, methodologies, and frameworks that elevate the program management function across Datadog.

Who You Are

Customer & Business Mindset: You consistently focus on how systems can enhance customer experiences and drive measurable business results.

Data-Driven: You excel at turning insights into action, using quantitative and qualitative data to guide decisions and refine execution.

Clear Communicator: You simplify complex ideas for diverse audiences—technical specialists, product leads, senior executives, and beyond.

Collaborative & Influential: You forge strong partnerships across organizational lines and are adept at influencing without direct authority to align teams.

Growth-Oriented: You thrive in a dynamic environment, continuously seeking ways to improve processes and learn new technologies.

Proven Technical PM Experience: You have 5+ years of relevant experience leading complex cross-functional programs in a SaaS or similarly technical space, with exposure to systems administration, vendor management, or large-scale platform migrations.

Your Qualifications

Technical Background: Bachelor’s degree or equivalent in Computer Science, Engineering, or related field—or commensurate industry experience.

Complex Program Delivery: Demonstrated success in managing multiple high-impact initiatives involving diverse technical stakeholders and deliverables.

Vendor Management & Tool Evaluations: Comfortable overseeing renewals, licensing, and negotiations for platforms such as Zendesk, Assembled, or similar solutions.

Metrics & Analytics: Strong capability in defining metrics, analyzing data, and delivering insights that drive both tactical and strategic decision-making.

Excellent Execution Skills: Skilled in project scoping, risk management, timeline creation, and resource allocation across multiple initiatives simultaneously.

Influence at Scale: Track record of collaborating with senior-level stakeholders to unify teams and drive positive outcomes in a high-growth global environment.

Preferred

Support System Expertise: Hands-on experience with workforce management tools, ticketing systems, or relevant platforms for technical teams (e.g., Zendesk, Salesforce, Assembled).

Benefits and Growth:

Generous and competitive global and US benefits

New hire stock equity (RSUs) and employee stock purchase plan

Continuous career development and pathing opportunities

Product training to develop an in-depth understanding of our product and space

Best in breed onboarding

Internal mentor and buddy program cross-departmentally

Friendly and inclusive workplace culture

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:

$134,500—$197,000 USD

About Datadog:

Datadog (NASDAQ: DDOG) is a global SaaS business, delivering a rare combination of growth and profitability. We are on a mission to break down silos and solve complexity in the cloud age by enabling digital transformation, cloud migration, and infrastructure monitoring of our customers’ entire technology stacks. Built by engineers, for engineers, Datadog is used by organizations of all sizes across a wide range of industries. Together, we champion professional development, diversity of thought, innovation, and work excellence to empower continuous growth. Join the pack and become part of a collaborative, pragmatic, and thoughtful people-first community where we solve tough problems, take smart risks, and celebrate one another. Learn more about #DatadogLife on Instagram, LinkedIn, and Datadog Learning Center.

Equal Opportunity at Datadog:

Datadog is an Affirmative Action and Equal Opportunity Employer and 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 more. We also consider qualified applicants regardless of criminal histories, consistent with legal requirements. Here are our Candidate Legal Notices for your reference.

Your Privacy:

Any information you submit to Datadog as part of your application will be processed in accordance with Datadog’s Applicant and Candidate Privacy Notice.

Last updated: 22 hours ago