Senior AI Enablement Manager

Senior Manager, Ai Adoption & Enablement

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365 is a SaaS company disrupting the restaurant industry! Our cloud-based platform provides a unique, centralized solution for accounting and back-office operations for restaurants. Restaurant
365's culture is focused on empowering team members to produce top-notch results while elevating their skills. We're constantly evolving and improving to make sure we are and always will be "Best in Class"... and we want that for you too!

R365 is committed to becoming an AI-first organization. Enterprise Technology owns AI architecture, security, tooling, and technical delivery. The Senior Manager, AI Adoption & Enablement owns the People-side strategy that ensures those investments translate into employee adoption, AI fluency, behavior change, and measurable business value.

This role bridges the gap between what gets built and what the organization actually uses. The role designs and runs enterprise AI adoption programs, activates the AI fluency framework, leads internal communications and storytelling, and ensures every significant AI capability launch has a coordinated enablement and adoption plan.

This is a People Team role. It does not own AI architecture, tooling, security, enterprise AI portfolio prioritization, or workforce strategy decisions.

Partners closely with:
Enterprise Technology, Performance & Capability, People Analytics, Total Rewards, Communications, PBPs, and functional leaders

How you'll add value:

AI Adoption Programs

• Design and execute company-wide AI adoption programs, including office hours, lunch and learns, use-case spotlights, adoption challenges, champions, and self-serve resources.
• Build and maintain an internal AI community where employees can share successes, ask questions, and learn from one another.
• Partner with People Analytics to establish adoption metrics and report progress across functions.
• Define launch-readiness requirements so new AI tools and capabilities have a parallel adoption plan, communications plan, and support model.
• Own the AI Champions Program, including defining the champion role, recruiting cross-functional representatives, providing onboarding and ongoing enablement, facilitating regular community sessions, and creating feedback loops that surface use cases, adoption barriers, and business needs to People and Enterprise Technology.

AI Fluency Development

• Leads AI-enabled improvements and coaches others on best practices, driving AI adoption, fluency, and measurable business impact across R365.
• Partner with Performance & Capability to activate R365's AI fluency framework through role-based development content, learning pathways, manager toolkits, and practical use cases.
• Partner with Talent Solutions and Enterprise Technology to curate, define, and build role-based AI training paths that develop deeper technical capabilities across R365, including appropriate progression for employees, champions, and technical practitioners.
• Help employees and leaders understand how to apply AI responsibly and effectively in their work.
• Design and run the annual cross-functional AI Hackathon, tied to real business problems and measurable outcomes.
• Build and maintain AI awards and recognition programs that reinforce fluency, experimentation, and innovation.

AI Accelerator Bonus Program

• Coordinate administration of the $100K AI accelerator bonus program in partnership with Total Rewards.
• Define program requirements and qualifying criteria in partnership with the appropriate owners.
• Lead program communications, eligibility tracking, and employee support.
• Partner with People Analytics to make fluency scores and bonus eligibility transparent through appropriate reporting and dashboards.
• Ensure the program reinforces desired AI adoption and behavior without owning compensation or bonus structure design.

Internal Communications and Storytelling

• Own the internal AI communications cadence, including what is being built, what is available, what is working, and what employees should do next.
• Develop AI win stories, use-case spotlights, adoption updates, release communications, and leadership narratives.
• Partner with Enterprise Technology on…