Director, AI Enablement

Patriot Growth Insurance Services, LLC

Director of AI Enablement at Patriot Growth Insurance Services leading practical AI capabilities adoption. Collaborating with business and technology leaders to enhance productivity and operational effectiveness.

Posted 5/12/2026full-timeRemote • 🇺🇸 United StatesLead💰 $180,000 - $195,000 per yearWebsite

Tech Stack

Tools & technologies

AzureCyber Security

About the role

Key responsibilities & impact

Develop and maintain Patriots enterprise AI enablement roadmap in partnership with the CIO, IT leadership, and business stakeholders across the organization
Identify, prioritize, and govern AI initiatives based on business value, operational impact, feasibility, data readiness, and risk considerations
Partner with department leaders to evaluate and redesign workflows using AI-enabled solutions, including automation, knowledge retrieval, decision support, and workflow assistance
Establish and manage enterprise AI governance standards, including acceptable-use policies, risk management frameworks, vendor evaluation processes, and human oversight requirements
Collaborate with Security, Legal, Compliance, Procurement, and Data teams to ensure AI usage aligns with regulatory obligations, internal standards, and cybersecurity requirements
Lead evaluation and implementation efforts related to AI platforms, copilots, workflow automation tools, and Microsoft-centric AI technologies, including Microsoft 365 Copilot and Azure OpenAI capabilities
Build scalable AI adoption programs, including employee training materials, usage standards, internal communities of practice, and AI champion networks
Partner with Architecture and Data teams to improve data quality, knowledge management, taxonomy, and content readiness to support effective AI outcomes
Define and track measurable success metrics for AI initiatives, including productivity improvements, workflow efficiency, adoption rates, cost avoidance, and user experience enhancements
Oversee the AI enablement portfolio, ensuring projects move from pilot stages into sustainable, enterprise-supported operating models
Collaborate with vendors, implementation partners, and internal stakeholders to evaluate technology solutions while minimizing unnecessary complexity and operational risk
Prepare executive-level reporting, business cases, and roadmap updates for senior leadership and key stakeholders.

Requirements

What you’ll need

Bachelors degree in Information Technology, Computer Science, Business, Engineering, Data Analytics, or a related field, or equivalent professional experience
8+ years of experience in technology, digital transformation, enterprise systems, automation, AI enablement, data, or related functions
Demonstrated experience leading cross-functional technology or transformation initiatives from strategy through implementation and adoption
Strong understanding of practical AI use cases, including generative AI, copilots, workflow automation, retrieval-augmented generation (RAG), knowledge management, and AI-assisted decision support
Experience partnering with business stakeholders to identify operational pain points and implement technology-enabled process improvements
Familiarity with AI governance, data privacy, cybersecurity, vendor risk management, and responsible AI frameworks
Experience evaluating enterprise SaaS platforms, implementation partners, and AI technology vendors
Strong communication and presentation skills, with the ability to translate technical concepts into clear business-focused guidance
Experience with Microsoft technologies, including Microsoft 365, Copilot, Azure OpenAI, Power Platform, Teams, SharePoint, Purview, and related tools preferred
Experience in insurance, financial services, private equity-backed organizations, or other regulated industries preferred
Proven ability to operate effectively across technical and non-technical teams while influencing without direct authority
Strong organizational, analytical, and problem-solving skills with the ability to manage multiple priorities in a fast-paced environment.

Benefits

Comp & perks

Medical, Dental, and Vision Benefits
Flexible Spending Account (FSA) and Health Savings Account (HSA)
Company paid Short-Term Disability, Long-Term Disability and Group Term Life
Company paid Employee Assistance Program
Paid Parental Leave
Paid holidays
Personalized PTO
401(k) with employer match

ATS Keywords

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Applicant Tracking System Keywords

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Hard Skills & Tools

AI enablementworkflow automationdata analyticsgenerative AIretrieval-augmented generation (RAG)knowledge managementAI-assisted decision supportdigital transformationenterprise systemsprocess improvements

Soft Skills

communication skillspresentation skillsorganizational skillsanalytical skillsproblem-solving skillsinfluencing skillscollaborationleadershipstrategic thinkingadaptability