Transformation Strategy Lead

The Transformation Strategy Lead, Group Benefits is a critical role responsible for orchestrating and executing the company's most pivotal, large-scale transformation initiatives with a strong emphasis on AI integration and innovation. This individual will operate at the nexus of strategy, execution, and implementation, playing a pivotable role in shaping the future of Guardian Life through intelligent automation and data-driven decision-making.

The Transformation Strategy lead sets strategy, defines the transformational roadmap leveraging AI capabilities, and drives execution through meticulous, hands-on delivery of complex initiatives. This role requires expertise in identifying opportunities for AI augmentation across business processes, implementing AI-powered solutions, and ensuring responsible AI governance throughout the transformation journey.

Reporting to the Head of Transformation & AI Strategy, Group Benefits, this individual will lead through influence, guiding cross-functional teams in a matrixed environment to deliver foundational changes that reshape our business processes, technology platforms, and competitive positioning.

You will

• Develop complex transformation roadmaps and delivery timelines that incorporate AI capabilities and identify opportunities for intelligent automation across Group Benefits operations
• Evaluate and recommend AI tools and platforms (such as Microsoft Copilot, OpenAI APIs, Claude, or industry-specific AI solutions) to enhance transformation initiatives
• Design AI implementation strategies that balance innovation with risk management and regulatory compliance in the insurance industry
• Lead cross-functional teams, balancing forming alliances and driving results for Group Benefits most strategic initiatives while championing AI adoption
• Facilitate AI literacy and capability building across teams, ensuring stakeholders understand both the potential and limitations of AI technologies
• Partner with data science and engineering teams to translate business requirements into AI-powered solutions
• Prepare and coordinate strategy documents, business plans, and presentations for Board, Quarterly and Monthly Business Reviews, and other Group Leadership meetings using AI-assisted content creation tools
• Create compelling data visualizations and narratives using AI-enhanced analytics platforms
• Develop relationships with key internal and external stakeholders to facilitate and drive critical projects, ensuring alignment and effective collaboration

You have

• 7+ years of experience in management consulting and/or in a business operations, strategy, finance, or product role
• 2+ years of hands-on experience working with AI technologies, either implementing AI solutions or leading AI-enabled transformation initiatives
• Insurance industry expertise preferred, with understanding of Group Benefits products and regulatory environment
• Excellent analytical and problem-solving skills with a history of hands-on detail-oriented work
• Demonstrated business acumen with ability to see “big picture” and to prioritize
• Strong communication and listening skills; able to convey important messages in a clear and compelling manner
• Organizational savviness with ability to build relationships with senior executive leadership and influence with sense of urgency to ensure deadlines are met
• Strong excel and PowerPoint skills with the ability to synthesize information related to key priorities and translate into a compelling narrative

• Location: This is a hybrid role in commutable distance to a Guardian Life Hub- NY, Bethlehem, or Boston preferred.

Salary Range:

The salary range reflected above is a good faith estimate of base pay for the primary location of the position. The salary for this position ultimately will be determined based on the education, experience, knowledge, and abilities of the successful candidate. In addition to salary, this role may also be eligible for annual, sales, or other incentive compensation.

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As part of Guardian’s Purpose – to inspire well-being – we are committed to offering contemporary, supportive, flexible, and inclusive benefits and resources to our colleagues. Explore our company benefits at Benefits apply to full-time eligible employees. Interns are not eligible for most Company benefits.

Equal Employment Opportunity

Guardian is an equal opportunity employer. All qualified applicants will be considered for employment without regard to age, race, color, creed, religion, sex, affectional or sexual orientation, national origin, ancestry, marital status, disability, military or veteran status, or any other classification protected by applicable law.

Accommodations

Guardian is committed to providing access, equal opportunity and reasonable accommodation for individuals with disabilities in employment, its services, programs, and activities. Guardian also provides reasonable accommodations to qualified job applicants (and employees) to accommodate the individual's known limitations related to pregnancy, childbirth, or related medical conditions, unless doing so would create an undue hardship. If reasonable accommodation is needed to participate in the job application or interview process, to perform essential job functions, and/or to receive other benefits and privileges of employment, please contact [email protected]. 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.

Notice Regarding Guardian’s Use of Artificial Intelligence in Recruitment

As part of Guardian’s job application process, Guardian may use artificial intelligence tools (“AI Tools) to automate the sorting and filtering of information provided by applicants as part of its preliminary screening. This preliminary screening may be used to help identify applicant materials and resumes relative to their indication that the applicant meets the requirements for the specific job for which they are applying, as specified in the listing posted on Guardian’s jobs website (Careers at Guardian at At Guardian, we do not use AI Tools to substantially assist or replace human judgment or discretionary decision making in our hiring process. All hiring decisions will be made by Guardian colleagues.

Please be aware that if you apply for a specific position with Guardian, you will have the choice of opting out of Guardian’s use of AI Tools during the job application process. If you would like to request an alternative process that does not utilize AI Tools or would like to request a reasonable accommodation, within ten business days of your position application, you must email your request to [email protected], making sure to provide your name and job requisition identification number. Guardian will retain your applicant materials and resume and all information therefrom in accordance with Guardian’s document retention policy, a copy of which you may request via [email protected].

Additionally, at applicable times, Guardian will make public the most recent bias audit results for such AI tools, which may be found here.

Current Guardian Colleagues: Please apply through the internal Jobs Hub in Workday.