Senior Director of Enterprise AI

Dynatrace
Boston, MA
Category Engineering
Remote
Job Description
Role Overview

The Senior Director of Enterprise AI is accountable for defining, governing, and scaling Dynatrace's enterprise AI strategy to drive measurable productivity, operational efficiency, and competitive advantage across the organization. This role operates at the intersection of business strategy, applied AI, and organizational capability, translating a rapidly evolving technology landscape into a clear, enterprise-wide AI agenda with multi-year impact.

What You Will Do

Partner with the VP of AI, Data & Collaboration and executive stakeholders to define, refine, and operationalize Dynatrace’s enterprise AI strategy, ensuring alignment with company priorities and measurable business outcomes. Develop a forward-looking perspective on generative AI, agentic systems, and workflow automation, translating market and technology shifts into practical strategic direction for the enterprise.

Why It Might Be a Fit

This role requires a strong executive presence and communication skills to explain complex AI concepts to non-technical audiences, build business cases for AI investment, and present confidently to C-suite and board-level stakeholders. The ideal candidate will have a track record of leading enterprise transformation through influence, driving adoption, managing change, and building cross-functional alignment without direct authority over every stakeholder.

Requirements

  • 12+ years of progressive experience in enterprise technology, AI/ML, or digital transformation leadership — with at least 3–5 years in a senior director or equivalent role with demonstrated portfolio ownership.
  • Demonstrated success shaping and operationalizing enterprise AI strategies that drive measurable impact across global, cross-functional organizations.
  • Deep knowledge of modern AI technologies including large language models (LLMs), agentic frameworks, retrieval-augmented generation (RAG), vector databases, and automation platforms — with the credibility to evaluate vendor claims and guide architectural decisions.
  • Experience owning AI governance: building acceptable use policies, risk tiering frameworks, human oversight models, and working with Legal and Compliance on enterprise-wide guardrails.
  • Demonstrated experience building and leading high-performing teams — including hiring, developing, and retaining AI product managers and technical program leads.
  • Strong executive presence and communication skills: able to explain complex AI concepts to non-technical audiences, build business cases for AI investment, and present confidently to C-suite and board-level stakeholders.
  • Experience building AI centers of excellence, capability programs, or organizational enablement initiatives that measurably increased AI maturity.
  • Familiarity with enterprise platforms — ServiceNow, Salesforce, SAP, or similar — and an understanding of how AI capabilities are embedded within existing business systems and workflows.
  • Exposure to data platform architecture (Snowflake, medallion/lakehouse patterns, semantic layers) and how governed enterprise data enables AI at scale.
  • Track record of leading enterprise transformation through influence — driving adoption, managing change, and building cross-functional alignment without direct authority over every stakeholder.
  • Experience with build/buy/partner decisions at the portfolio level, including vendor evaluation, contract negotiation support, and post-implementation performance tracking.

Benefits

  • Competitive compensation packages designed to recognize and reward performance
  • Health, Dental, Life, STD, LTD
  • 401K
  • PTO
  • DOE (Dependent on Experience)
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