Head of AI Enablement & Best Practices FPRS
Guardian Life
Pittsfield, MA (In Person)
$201,242 Salary, Full-Time
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Job Description
- FPRS Pittsfield, MA Apply We are seeking a strategic, collaborative, and innovative leader to serve as the Head of AI Enablement & Best Practices for Financial Protection & Retirement Solutions (FPRS).
Your work will span across:
AI enablement and democratization- drive broad adoption of AI productivity tools (e.g., Microsoft Copilot, Copilot Studio, etc.) across FPRS by defining practical guidance, standard usage patterns, and guardrails that enable non‑technical users to apply AI confidently in their daily work Best practices, playbooks, and prompts
- develop and maintain AI playbooks, reusable prompt libraries, and workflow examples; where appropriate, build and refine Copilot prompts that solve day‑to‑day business challenges while emphasizing reuse and scalability Use‑case pattern scaling
- partner with Product, Operations, Underwriting, and Service teams to identify, document, and scale repeatable AI use‑case patterns across Life, Disability, and Retirement, helping teams move from experimentation to standardized ways of working AI literacy and workforce enablement
- collaborate with HR and Learning partners to support role‑based AI literacy and adoption, integrating tools, prompts, and standards into broader change and learning efforts AI Champion program enablement
- support and help evolve the FPRS AI Champion network by providing guidance, prompt libraries, and feedback loops that surface adoption barriers, success stories, and opportunities for scale Adoption insights and continuous improvement
- analyze usage patterns, adoption trends, and qualitative feedback to identify friction points, inform improvements to enablement assets, and surface insights to FPRS leadership and enterprise partners Sustainability and risk reduction
- define handoff and sustainability standards to ensure AI tools, prompts, and automations remain maintainable over time, reducing key‑person dependency and inconsistent AI usage Communication and alignment
- communicate clearly with stakeholders across FPRS to share guidance, adoption insights, and enablement updates, fostering trust, transparency, and continuous learning You are: A practical, strategic problem‑solver who can translate emerging technology into simple, usable guidance that improves how people work day to day Knowledgeable about AI productivity tools and trends, with experience supporting technology adoption and change in regulated environments Highly collaborative, able to partner effectively across business, technology, risk, and enablement teams Skilled at influencing without formal authority; comfortable working across functions and levels of the organization Organized and adaptable, able to prioritize across multiple enablement initiatives and stakeholder needs An effective communicator who can explain complex ideas clearly and credibly to diverse audiences Curious and experimentation‑minded, with a strong bias toward learning, reuse, and continuous improvement You have: Bachelor's degree or equivalent experience 8+ years of experience in roles related to business transformation, technology enablement, digital productivity, or operational improvement Demonstrated experience supporting adoption of tools or ways of working across complex organizations Experience creating playbooks, standards, training assets, or communities of practice that scale capability beyond individual contributors Strong proficiency with Microsoft 365 tools (PowerPoint, Excel, Word); familiarity with Copilot and GenAI tools strongly preferred You will: Have exposure to, and help shape, how AI is adopted across FPRS Develop deep understanding of FPRS businesses, workflows, and customer journeys Work closely with senior leaders while influencing outcomes through enablement rather than ownership Be coached and supported by experienced leaders while continuing to grow as an enterprise‑minded leader
Salary Range:
$152,290.00- $250,195.
- to inspire well-being
- we are committed to offering contemporary, supportive, flexible, and inclusive benefits and resources to our colleagues.
Please note:
this resource is for accommodation requests only. For all other inquires related to your application and careers at Guardian, refer to the Guardian Careers site. Visa Sponsorship Guardian is not currently or in the foreseeable future sponsoring employment visas. In order to be a successful applicant. you must be legally authorized to work in the United States, without the need for employer sponsorship.Current Guardian Colleagues:
Please apply through the internal Jobs Hub in Workday. Every day, Guardian helps our 29 million customers realize their dreams through a range of insurance and financial products and services. Our Purpose, to inspire well-being, guides our dedication to the colleagues, consumers, and communities we serve. We know that people count, and we go above and beyond to prepare them for the life they want to live, focusing on their overall well-being — mind, body, and wallet. As one of the largest mutual insurance companies, we put our customers first. Behind every bright future is a GuardianTM. Learn more about Guardian at guardianlife.com .Visa Sponsorship:
Guardian Life is not currently or in the foreseeable future sponsoring employment visas. In order to be a successful applicant, you must be legally authorized to work in the United States, without the need for employer sponsorship. Active Filters Head of AI Enablement & Best Pra... Pittsfield, MA Clear All ApplySimilar remote jobs
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