Technical Program Manager II - AI-Driven Cross-Team Leader

Datadog

Boston (MA)

On-site

USD 116,000 - 145,000

Full time

14 days+
Application generator

Stand out for this role — generate a tailored resume and cover letter in about a minute.

Get past ATS filters

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

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.

Get your free, confidential resume review.

or drag and drop your file here.

Similar jobs

Similar jobs worth comparing

Senior Technical Program Leader, AI & Automation
Senior Technical Program Leader, AI & Automation

Datadog • New York (NY)

Hybrid
USD 184,000 - 230,000
New hire stock equity (RSUs)
Employee stock purchase plan (ESPP)
Professional development
+4
Director of Scaled Technical Programs & AI Ops
Director of Scaled Technical Programs & AI Ops

Datadog • San Francisco (CA)

Hybrid
USD 210,000 - 310,000
RSUs
ESPP
Career development
+4
Technical Program Manager 2, Technical Solutions
Technical Program Manager 2, Technical Solutions

Datadog • Boston (MA)

On-site
USD 116,000 - 145,000
Generous benefits package
Stock options/RSUs
Career development opportunities
+2
AI-Driven TPM: Automate Complex Cross-Functional Programs
AI-Driven TPM: Automate Complex Cross-Functional Programs

Datadog • City of Niagara Falls (NY)

Hybrid
USD 184,000 - 230,000
RSUs
Career development
Mentor program
+2
Director of Technical Programs - Scale & AI Ops
Director of Technical Programs - Scale & AI Ops

Datadog • New York (NY)

Hybrid
USD 224,000 - 280,000
RSUs
ESPP
Career pathing
+1
Strategic AI & Developer Events Program Manager
Strategic AI & Developer Events Program Manager

Datadog • San Francisco (CA)

On-site
USD 148,000 - 179,000
Senior Technical Program Manager: AI-Driven Cross-Team Delivery
Senior Technical Program Manager: AI-Driven Cross-Team Delivery

Teradata • Atlanta (GA)

Hybrid
USD 144,000 - 215,000
Senior Enablement Program Manager, AI-Driven Strategy
Senior Enablement Program Manager, AI-Driven Strategy

Datadog • City of Niagara Falls (NY)

Hybrid
USD 130,000 - 180,000
Hybrid work model
Technical Program Manager II — AI-Driven Financial Data
Technical Program Manager II — AI-Driven Financial Data

DraftKings Inc. • Boston (MA)

On-site
USD 123,000 - 154,000
AI/ML & Data Tech Partnerships Lead
AI/ML & Data Tech Partnerships Lead

Datadog, Inc. • New York (NY)

Hybrid
USD 130,000 - 170,000
Product training
Career development
Mentor program
+5