Director of Technical Programs - Scale & AI Ops

Datadog

New York (NY)

Hybrid

USD 224,000 - 280,000

Full time

14 days+
Application generator

Don’t send a generic resume — generate a resume and cover letter tailored to this exact role.

Get past ATS filters

Benefits offered by this job

RSUs
ESPP
Career pathing
Mentor program

Job summary

Datadog seeks a Director of Technical Program Management to lead the TSO PMO, shaping how Technical Solutions operates at scale. You will run a multi-disciplinary team, align programs to measurable business outcomes, and build scalable capabilities across the organization.

You will drive AI-enabled workflows, improve stakeholder relationships, and mentor senior TPMs to operate with independence and high standards in a fast-growing SaaS environment.

Qualifications

  • 10+ years leading large, cross-functional programs at senior levels with VP/Director stakeholders.
  • Systems builder with operating models, playbooks & reference frameworks.
  • Autonomously executive-ready—decisive under ambiguity and capable of VP-level conversations.
  • Experience applying AI as an operational tool for capability shifts beyond productivity gains.
  • Developer of senior talent who raises the bar for program management.
  • Outcome-oriented and metric-driven with clear success criteria and accountability.

Responsibilities

  • Run the PMO as a business impact function with measurable outcomes.
  • Build cross-functional capabilities that scale across TS.
  • Define scope, sequencing, ownership and success metrics for programs.
  • Represent TSO in executive forums and drive decisions with stakeholders.
  • Identify and build AI-enabled workflows to reduce friction in planning and execution.
  • Develop the TPM team and raise execution quality and accountability.
  • Foster cross-functional relationships to extend TSO's reach.

Skills

Program management
Cross-functional leadership
AI in operations
Executive communication
Talent development
Metrics-driven

Job description

Datadog seeks a Director of Technical Program Management to lead the TSO PMO, shaping how Technical Solutions operates at scale. You will run a multi-disciplinary team, align programs to measurable business outcomes, and build scalable capabilities across the organization.

You will drive AI-enabled workflows, improve stakeholder relationships, and mentor senior TPMs to operate with independence and high standards in a fast-growing SaaS environment.

Get your free, confidential resume review.

or drag and drop your file here.

Similar jobs

Similar jobs worth comparing

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
Director, Technical Program Management - Technical Solutions Operations
Director, Technical Program Management - Technical Solutions Operations

Datadog • New York (NY)

On-site
USD 224,000 - 280,000
RSUs
ESPP
Career pathing
+1
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
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
Technical Program Manager II - AI-Driven Cross-Team Leader
Technical Program Manager II - AI-Driven Cross-Team Leader

Datadog • Boston (MA)

On-site
USD 116,000 - 145,000
Generous benefits package
Stock options/RSUs
Career development opportunities
+2
Director, Technical Program Management - Technical Solutions Operations
Director, Technical Program Management - Technical Solutions Operations

Datadog, Inc. • Boston (MA), New York (NY), San Francisco (CA)

On-site
USD 210,000 - 310,000
RSUs
ESPP
Career development
+4
Platform Engineering Lead – Scale & AI-Ready Growth
Platform Engineering Lead – Scale & AI-Ready Growth

Datadog, Inc. • Paris (TX)

On-site
USD 138,000 - 207,000
Stock options
Competitive compensation
Health benefits
+2
Engineering Manager, AI Training & Serving — Scale & Vision
Engineering Manager, AI Training & Serving — Scale & Vision

Datadog, Inc. • Paris (TX)

On-site
USD 180,000 - 240,000
New hire stock equity (RSUs)
Employee stock purchase plan (ESPP)
Professional development
+4
Director of Technical Program Management — AI-Driven TPM Leader
Director of Technical Program Management — AI-Driven TPM Leader

DoorDash, Inc. • Sunnyvale (CA)

Hybrid
USD 269,000 - 395,000
401(k) with employer matching
Paid parental leave
Wellness benefits
+1
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