Senior Director, AI Strategy – Enablement

This is a fully remote position, open to applicants in United States.

📋 Description

• Take ownership of the AI strategy and establish a multi-year roadmap.

• Identify areas where AI can transform the company's operations and offerings.

• Highlight use cases and selectively prototype automation opportunities.

• Ensure transparency regarding AI usage, ownership, data access, value, pilots, and investments.

• Define responsible AI standards and conduct risk-based governance reviews in collaboration with security, legal, and data owners.

• Provide guidance on investments related to AI tools, vendors, partners, and Workday.

• Hold owners of AI initiatives accountable and escalate issues to leadership as necessary.

• Establish benchmarks and success metrics, track capability maturity, and report on business impact.

• Empower employees to utilize AI effectively while sharing reusable patterns and knowledge.

• Collaborate with technology and business leaders to create a unified direction and facilitate sanctioned AI adoption.

• Work alongside IT leadership to operationalize AI standards.

• Communicate the roadmap, progress, and impact to executives and the broader organization.

• Build and lead the AI strategy function.

⛳️ Requirements

• Bachelor’s degree in Computer Science, Engineering, Business Administration, or a related discipline.

• Over 10 years of experience in technology or innovation, with progressively greater responsibility and strategic impact.

• More than 5 years of experience leading cross-functional initiatives, portfolios, or governance efforts, including budget awareness and stakeholder coordination.

• Practical experience with AI, machine learning, or automation, encompassing vendor evaluation and transitioning work from pilot to production.

• Background in governance, risk, or responsible AI practices, preferably involving sensitive or regulated information.

• Proven track record of measuring outcomes and enhancing results through data-driven approaches.

• Hands-on proficiency with current AI tools and in developing agents or prototypes.

• Experience in preparing and presenting strategic plans to senior executives.

• Familiarity with SaaS, financial services, or HR and payroll technology, including knowledge of compliance and data privacy requirements, especially international ones.

• Experience in designing operating models or governance frameworks.

• Experience in facilitating adoption through learning and peer communities.

• Development of partnerships with platform vendors and technology partners.

• Programming or prototyping skills in Python or similar programming languages.

🏝️ Benefits

• Values-driven culture.

• Opportunities for upward mobility.

• Professional development initiatives.

• Creative collaboration environment.

• Recognition and rewards for innovative thinking, fresh perspectives, and dedicated effort.