AI Enablement Lead

About the role

AI Enablement & Workforce Transformation Lead at Ridgeline

About Ridgeline and the Role

Ridgeline is building the next generation of investment management technology. The company was founded by a technology visionary to deliver a modern, cloud-native platform that transforms how investment firms operate. As artificial intelligence reshapes the future of work, Ridgeline is investing deeply in enabling every employee to adopt and use AI skillfully across technical, operational, and business functions. The organization views AI transformation as more than tool deployment; it is about evolving how organizations learn, operate, and make decisions.

This page describes the AI Enablement & Workforce Transformation Lead role. The position is responsible for designing and building Ridgeline's enterprise AI learning and adoption program from the ground up. The role is part strategist, part program builder, part educator, and part organizational change leader. You will partner with leaders across the business to define how AI will reshape their functions while simultaneously building scalable learning systems that help employees adopt AI tools confidently and proficiently. You will create differentiated learning experiences for technical teams, non-technical employees, operational functions, and executive leadership. You will also serve as a strategic advisor to functional leaders navigating organizational transformation over time.

Key Facts

What You Will Do

You will map intake journeys for diverse teams to clarify AI goals and current skill gaps before solution design. You will design and produce learning paths for technical, operational, and executive groups with varied complexity. You will conduct workshops and clinics that turn AI concepts into practical team routines and decision frameworks. You will build governance structures and metrics that track application, not just course completion, across functions.

You will curate hands-on sessions aligned to actual Ridgeline platforms and internal tooling used daily. You will guide functional leaders to reshape workflows as AI capabilities evolve across product and operations. You will coordinate with engineering and security teams to ensure tooling, access, and compliance requirements sync. You will create executive briefings that clarify value, risk, and capability gaps for strategic decision making. You will define operating models for continuous learning, feedback loops, and long term capability growth. You will shape the future direction of AI adoption by iterating programs based on measured outcomes and feedback.

Requirements

You have hands-on experience directing AI enablement or large scale workforce transformation efforts. You design learning programs that serve mixed audiences with different technical comfort and roles. You manage complex projects while navigating unclear priorities and evolving business needs. You use modern AI tools daily and can explain their limits and workflows to others clearly. You simplify intricate technical ideas so that non-technical stakeholders can apply them confidently. You communicate at executive level and influence without direct authority through strong presence.

Nice to Have

Experience in investment management, finance, or regulated environments. Background creating technical learning materials for engineers and data focused teams. History leading enterprise wide change programs that adapt over time. Exposure to business operations, strategy, and technology roadmaps. Facilitation or coaching experience for senior leaders. Experience building learning systems that scale in fast moving technology settings.

Success in this role

In your first several months, you will establish the foundation of Ridgeline's enterprise AI enablement strategy and launch structured learning programs across multiple organizational audiences. You will measure progress through adoption and application indicators, refining programs based on feedback and results. You will act as a bridge between deep technical AI insight and applicable business transformation, ensuring that learning translates into tangible workflow improvements. You will contribute to shaping the long-term future of AI adoption and organizational capability at Ridgeline.