VP, AI First IT and Transformation

Department:

Job Description:

As the Vice President AI-First IT and Transformation you will play a key role in supporting The Mutual Group (TMG) GuideOne Insurance and future members by establishing and scaling TMGs enterprise AI capability helping the organization apply AI in practical secure and measurable ways across business processes technology platforms IT delivery operations and employee productivity.

This leader is accountable for moving AI beyond isolated tools and experiments into a governed reusable and scalable enterprise capability. The role will partner with business leaders to identify and deliver AI-enabled improvements in areas such as underwriting claims operations finance customer experience and employee productivity. The role will also guide the creation of AI-First platforms establish AI-first engineering practices support adoption of AI across the software development lifecycle and IT operations and enable responsible use of enterprise AI tools such as ChatGPT Microsoft Copilot and related productivity platforms.

The VP will build and lead a small high-performing AI-First IT team that starts by creating new tools platforms patterns and playbooks. Over time this team will collaborate closely with Applications Engineering Infrastructure Operations Security Data Architecture Risk Governance and business teams to help scale AI-First practices across the broader organization. The team is intended to serve as a catalyst not a silo helping TMG develop future-ready technology capabilities while maintaining strong security privacy governance and operational discipline.

TMG is evolving its IT operating model across Core IT Modernization IT and Future IT. Future IT will build the next generation IT operating model where AI is embedded into how the organization builds technology runs operations supports employees and enables business capabilities.

Work Arrangement:

• Employees who live within 30 miles of the TMG home office are expected to follow a hybrid or in-office schedule. The initial training period may require additional inoffice days.

Accountabilities:

Enterprise AI Strategy & Transformation Leadership

• Define and lead TMGs enterprise AI strategy in partnership with the CITO business executives technology leaders and risk governance partners.

• Establish the AI-First IT operating model roadmap governance approach funding priorities delivery rhythm and measurable outcomes.

• Build a disciplined portfolio of AI initiatives that balances experimentation speed security business value operational readiness and risk management.

• Translate emerging AI capabilities into practical secure scalable solutions that improve business outcomes employee productivity and technology delivery.

• Serve as a thought leader and practical operator who helps the organization understand where AI can create value where it creates risk and how to adopt it responsibly.

AI Platforms Architecture & Engineering Enablement

• Lead the strategy and delivery of foundational AI platform capabilities that support secure scalable and reusable AI-enabled applications.

• Define architecture patterns for AI-First applications copilots intelligent workflows automation agents enterprise knowledge solutions and reusable AI components.

• Guide platform capabilities such as model access retrieval frameworks vector databases enterprise knowledge integration prompt and response controls observability and governance guardrails.

• Introduce AI-assisted software engineering practices across the SDLC including coding testing documentation requirements analysis code review and engineering workflow automation.

• Partner with Applications Engineering Infrastructure Operations Architecture Security and Data teams to pilot refine and scale AI-enabled practices over time.

Business Capability Enablement & Adoption

• Partner with underwriting claims operations finance customer service and other business functions to identify and deliver high-value AI-enabled process improvements.

• Lead the development of AI capabilities such as decision support workflow automation document intelligence knowledge assistance summarization triage productivity tools and service quality improvements.

• Help business teams move from AI ideas to practical use cases with clear outcomes adoption plans controls and value measures.

• Lead enterprise enablement of AI productivity tools such as ChatGPT Microsoft Copilot and related assistants including standards training adoption practices and usage guardrails.

• Build reusable playbooks enablement models and communities of practice that raise AI fluency across IT and the broader organization.

Responsible AI Governance & Risk Partnership

• Work closely with the Senior Director AI & Technology Risk Governance to ensure AI adoption is responsible secure compliant and aligned with TMGs risk appetite.

• Embed security privacy responsible AI sensitive data handling human oversight vendor risk and production readiness into AI platforms business use cases engineering practices operations and employee tools.

• Partner with Security Legal Risk Compliance Data Architecture and business teams to define and operationalize enterprise AI governance.

• Create governance models that support responsible experimentation while protecting customers employees business partners and enterprise data.

Team Leadership Delivery & Enterprise Collaboration

• Build and lead a small high-performing AI-First IT organization with strong architecture engineering automation platform and delivery capabilities.

• Lead from the front with a hands-on roll-up-the-sleeves leadership style and strong ownership of outcomes.

• Own delivery across scope schedule budget quality risk dependencies adoption and business value.

• Manage internal teams contractors vendors and system integration partners to accelerate delivery while maintaining accountability and quality.

• Develop talent and create a culture of curiosity accountability disciplined experimentation continuous learning and measurable outcomes.

Qualifications:

• 15 years of progressive technology leadership experience including senior responsibility for engineering architecture platforms data infrastructure automation AI digital transformation or enterprise technology delivery.

• Significant hands-on leadership experience with AI machine learning Generative AI automation advanced analytics intelligent platforms developer productivity tools or emerging technology capabilities.

• Strong understanding of Generative AI concepts and implementation patterns including LLMs SLMs embeddings prompt engineering retrieval-augmented generation vector databases semantic search evaluation frameworks and enterprise knowledge integration.

• Experience with Agentic AI patterns including autonomous or semi-autonomous agents tool/function calling workflow orchestration human-in-the-loop controls guardrails monitoring and safe deployment practices.

• Familiarity with Model Context Protocol (MCP) or similar approaches for connecting AI systems to enterprise tools data sources APIs and workflow actions in a secure and governed manner.

• Understanding of AI/ML model lifecycle practices including model selection experimentation validation controls performance monitoring drift detection feedback loops auditability and responsible production deployment.

• Familiarity with enterprise AI platform capabilities such as model access gateways model catalogs AI orchestration layers policy enforcement prompt and response controls observability cost monitoring and usage governance.

• Proven experience leading enterprise-scale technology transformation in a regulated environment preferably insurance financial services or another highly governed industry.

• Strong technical fluency across cloud platforms APIs microservices data platforms observability automation cybersecurity identity privacy and modern engineering practices.

• Experience enabling enterprise adoption of AI productivity tools such as ChatGPT Microsoft Copilot or similar platforms.

• Proven ability to lead internal teams contractors vendors and system integration partners in a fast-paced high-accountability environment.

• Strong financial and delivery discipline including roadmap planning cost management vendor oversight delivery governance and value realization.

• Experience in P&C insurance mutual insurance shared services multi-client service models or technology environments supporting multiple business entities preferred.

• Bachelors degree in Computer Science Engineering Information Systems Data Science or related field required. Masters degree or MBA preferred.

Leadership Attributes

• Inspirational thought leader with passion for building and scaling AI-enabled technology and business capabilities.

• Pragmatic hands-on leader with strong bias for action and measurable outcomes.

• Strategic yet technical with ability to dive deep into architecture engineering security data operations and business process details.

• Collaborative communicator who can influence across business technology risk and governance teams.

• Meticulous planner systems thinker constructive challenger and talent builder who raises standards while building trust.

Pay Range:

Anticipated Hiring Range:

• $230000 - $270000annual base salary depending on experience qualifications and geographic location

• $250000 - $290000 annual base salary depending on experience qualifications and geographic location in CA CT MA NJ NY and PA

Benefits:

We are proud to offer our full-time regular employees a robust benefits suite that includes:

• Competitive base salary plus incentive plans for eligible team members

• 401(K) retirement plan that includes a company match of up to 6% of your eligible salary

• Free basic life and AD&D long-term disability and short-term disability insurance

• Medical dental and vision plans to meet your unique healthcare needs

• Wellness incentives

• Generous time off program that includes personal holiday and volunteer paid time off

• Flexible work schedules and hybrid/remote options for eligible positions

• Educational assistance

Equal Opportunity Employer

The Mutual Groupis an Equal Opportunity Employer. It is our policy to recruit hire train and promote individuals in all job classifications without regard to race color religion sex national origin age veteran status disability sexual orientation gender identity or any other characteristic protected by law.

• Know Your Rights: Workplace Discrimination is Illegal

• Your Rights Under USERRA

Applicants requiring a reasonable accommodation due to a disability at any stage of the employment application process should contact.

Employment Verification

The Mutual Group participates in theE-Verifyprogram and will provide the federal government with your Form I-9 information to confirm that you are authorized to work in the U.S. You are protected fromemployment discriminationbased on your citizenship status and national origin.

E-Verify Program Overview

E-Verify Participation Poster

All offers of employment are contingent upon the successful completion of a background check.

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