Technical Program Manager 2, Technical Solutions

Datadog; Boston (MA); On-site; USD 116,000 - 145,000; Full time

Benefits offered by this job

Generous benefits package

Stock options/RSUs

Career development opportunities

Inclusive workplace culture

Onboarding program

Job summary

Datadog in Boston is seeking a Technical Program Manager II to lead cross‑team technical programs within the Technical Solutions organization. You’ll coordinate stakeholders, define plans, track milestones, and manage risks from planning through delivery, with a focus on enhancing customer-facing engineering and support workflows.

You’ll apply data to decision‑making, collaborate across teams, and leverage AI tools to streamline programs and documentation.

Qualifications

• 3–5 years leading technical programs in SaaS or technical environments.
• Experience supporting customer-facing or technical support functions is a plus.
• Proven ability to scope, plan, and manage risks in cross‑team initiatives.

Responsibilities

• Drive cross‑team programs across Technical Solutions teams, coordinating stakeholders and timelines.
• Translate goals into actionable plans with clear scope and quality expectations.
• Maintain program management fundamentals: trackers, status updates, risk logs.
• Identify unclear requirements and bring structure to ambiguous problems.
• Use data to track milestones, surface risks, and guide decisions.
• Leverage AI tools to streamline workflows and documentation.
• Communicate status and impact clearly to technical and non‑technical audiences.
• Suggest improvements to make execution more efficient over time.

Skills

Program management

Execution

Data-informed

Clear communication

Collaborative

AI fluency

Growth mindset

Technical foundation

Education

Bachelor's degree in CS/Engineering

Job description

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.

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 have visibility into progress and blockers.
• Identify unclear or incomplete requirements early and bring structure to ambiguous problems, escalating only when needed to keep execution on track.
• Use data to track progress against milestones, surface risks, and guide decisions; adjust plans as circumstances change.
• Apply AI tools to streamline your own program management workflows — synthesizing updates, surfacing patterns in program data, or accelerating documentation — and help identify where AI can improve processes for the teams you support.
• Communicate program status, risks, and impact clearly to stakeholders at different levels, adapting your message for technical and non‑technical audiences.
• Look for opportunities to improve how programs and processes run, and contribute ideas that make execution more efficient over time.

Who You Are

• Program Management Experience: 3‑5 years of experience leading technical programs in a SaaS or technical environment, ideally including cross‑team or cross‑functional initiatives. Experience supporting customer‑facing or technical support functions is a plus.
• Execution‑Oriented: Comfortable driving moderately complex, cross‑team initiatives independently, with the judgment to seek guidance on larger or more ambiguous efforts. Solid foundation in project scoping, timeline management, and risk management; PMP, Agile training, or equivalent certification preferred.
• Data‑Informed: Tracks progress against established metrics and uses data to guide decisions, report status, and identify risks early.
• Clear Communicator: Able to convey project status and ideas concisely to a range of audiences, from peers to senior stakeholders, adapting the level of detail as needed.
• Collaborative: Builds trust through consistent delivery; works constructively across teams to resolve differing viewpoints and unblock progress.Comfortable with Ambiguity: Able to identify unclear requirements, ask the right questions, and bring structure to partially‑defined problems.
• AI Fluency: Uses AI tools confidently in day‑to‑day program work and can evaluate where AI can be responsibly and effectively applied to improve program processes.
• Growth‑Oriented: Developing skill in giving constructive, empathetic feedback; may support the onboarding or mentorship of newer team members.
• Technical Foundation: Bachelor’s degree in Computer Science, Engineering, or a related technical field, or equivalent industry experience.

Datadog 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

• Generous and competitive benefits package
• New hire stock equity (RSUs) and employee stock purchase plan
• Continuous career development and pathing opportunities
• Best in breed onboarding
• Friendly and inclusive workplace culture

Estimated yearly salary: $116,000 – $145,000 USD.

Datadog is an equal‑opportunity employer. We provide 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 irrespective of criminal histories, consistent with legal requirements.