Senior Director, AI Enablement

We are looking for a Senior Director of AI Enablement to lead how AI is adopted, embedded, scaled, and governed  — both within our product and across our internal teams. This is a dual-facing role: you'll work closely with Product and Engineering to bring AI capabilities to our Product Development teams, while simultaneously driving internal workforce adoption so our own teams lead by example.

This role is ideal for someone who thrives at the intersection of product strategy, organizational change, and AI — and who can move fluidly between a roadmap conversation with a CPO and a training workshop with an internal corporate team.

• Build and execute a company-wide AI adoption strategy that drives meaningful, measurable behavior change across product, engineering, and G&A functions.
• Design role-based enablement programs — from AI fundamentals for non-technical teams to advanced workflows for engineers and product managers.
• Stand up and scale an internal AI Champions network embedded across departments to sustain momentum and surface adoption blockers.
• Create communication strategies that demystify AI, build trust, and foster a culture of experimentation and continuous learning.
• Develop and track adoption metrics, workforce readiness scores, and program ROI (AI-Value Metrics) to report progress to executive leadership.

• Define internal AI usage policies, acceptable use guidelines, and governance frameworks that balance innovation with risk management.
• Partner with Legal, Security, and Compliance to assess AI tools and use cases — ensuring data privacy and vendor risk standards are met.
• Advocate for ethical, transparent, and inclusive AI practices both internally and in customer-facing product decisions.
• Stay ahead of evolving AI regulation (EU AI Act, US executive guidance, etc.) and translate implications into policy and practice.

• Build and lead a team of AI enablement professionals — including program managers, instructional designers, and AI solution specialists.
• Influence senior stakeholders across a fast-moving, matrixed SaaS organization without always having direct authority.
• Represent AI Enablement at the executive level, contributing to company-wide AI strategy conversations and board updates.
• Partner with Finance to both track and forecast AI Spend and tracking that spend to AI-Value. 
• Partner with People/HR and L&D to integrate AI fluency into hiring profiles, onboarding, and performance frameworks.

• 10-12+ years in SaaS, technology, or enterprise software, with significant experience in product management, digital transformation, or technology enablement.
• 3–5 years directly leading AI adoption and automation, AI product strategy, or large-scale change management programs in a SaaS environment.
• Hands-on experience with AI platforms such as OpenAI and Anthropic
• Strong working knowledge of the modern AI/GenAI landscape — LLMs, copilots, AI-native SaaS tools, MCPs/APIs — with the ability to engage credibly with both engineering and business audiences.
• Proven expertise in change management methodologies and the ability to drive adoption across a diverse, distributed workforce.
• Excellent communication and executive presence; a natural storyteller who can make AI accessible and compelling to any audience.
• Demonstrated success building and leading high-performing teams.

• Strong understanding of ideal use cases for various AI platforms such as OpenAI, Anthropic, Google Vertex, Microsoft Copilot, or similar.
• Experience working with enterprise customers on technology adoption or digital transformation.

• You'll help shape how a modern SaaS company builds, ships, and lives AI — inside and out.
• Greenfield opportunity to define the function, the team, and the company's AI enablement playbook.
• Direct influence on both product strategy and company culture at a critical inflection point.
• Competitive compensation, equity participation, and a high-growth environment where this work is treated as a strategic priority — not a side project.