Director, AI Strategy

About SPG SPG is a specialty insurance holding company focused on acquiring and scaling Managing General Agents (MGAs) and Wholesalers in the E&S and specialty insurance markets. It builds a portfolio of best‑in‑class operations supported by centralized excellence in innovation, data, and operational transformation. Position Summary The Director, AI Strategy & Automation Enablement is a business leader responsible for defining how artificial intelligence and automation create measurable value across underwriting, sales, operations, finance, and claims. The role owns the AI strategy, use‑case pipeline, pilot execution, and field adoption, ensuring AI investments deliver business results and are embraced by field teams. It partners closely with Corporate IT on platforms and governance and with Delivery teams on scaling approved initiatives. This is a strategy, enablement, and business decision‑making role—not a software engineering or IT delivery position. Key Responsibilities AI Strategy & Roadmap Development Define and maintain a 12–24‑month AI and automation roadmap aligned to enterprise priorities. Establish a strategic point of view on how AI supports underwriting leverage, operational efficiency, and scalability across portfolio companies. Translate emerging AI capabilities into practical, business‑ready opportunities. Provide executive leadership with regular updates on priorities, progress, outcomes, and ROI. Use‑Case Management & Prioritization Lead a structured intake process for AI and automation opportunities from underwriting, sales, operations, finance, and claims. Define and apply qualification criteria for AI‑ready use cases—business value, technical feasibility, adoption readiness, risk profile—and quantify expected benefits. Own and manage the enterprise AI use‑case backlog and prioritization framework. Field Partnership & Adoption Enablement Design and facilitate structured focus groups with field underwriting and operations teams. Partner with business leaders to validate problem statements, pressure‑test workflows, and identify adoption barriers early. Build and maintain an AI Champion Network to drive engagement and change readiness. Ensure field feedback directly informs pilot design, iteration, and scale decisions. Pilot Design, Execution & Decision Authority Design, execute, and evaluate time‑boxed AI pilots (typically 30–90 days). Define pilot success metrics, adoption thresholds, and clear exit criteria. Evaluate pilot results using a standardized framework and make formal recommendations to scale, iterate, defer, or stop initiatives. Serve as the decision gate between experimentation and enterprise implementation. AI Evaluation Framework Ownership Develop and maintain a comprehensive evaluation framework for assessing AI opportunities from intake through scale decision. Establish qualification scorecards, pilot design standards, success criteria, and scale/stop decision thresholds. Create repeatable methodology for measuring accuracy, business impact, adoption signals, and ROI. Define production monitoring standards—including accuracy drift detection, adoption tracking, and value realization measurement. Enterprise Alignment & Governance Partner with Corporate IT to align pilots with enterprise strategy, approved platforms, security standards, and governance requirements. Collaborate with Digital Strategy to ensure alignment with enterprise architecture and data strategy. Coordinate with Compliance, Legal, Risk, and IT Security on responsible AI practices. Support development of AI usage standards, guardrails, and human‑in‑the‑loop controls. Maintain documentation for audit and regulatory readiness. Transition to Delivery Partner with Delivery & Implementations to transition approved initiatives into operational execution. Provide clear business requirements, target workflows, adoption plans, and success metrics to scale implementations. Maintain separation between pilot ownership and large‑scale delivery execution. Required Qualifications Bachelor’s degree in business, insurance, operations management or related field; MBA or advanced degree preferred. Over 10 years of progressive experience in insurance operations, underwriting operations, or business transformation. Demonstrated experience operationalizing AI tools (Claude, OpenAI/ChatGPT, or similar LLMs) to streamline processes with measurable results. Firsthand experience implementing agentic AI, workflow automation, or document intelligence solutions in operational environments. Ability to develop and apply AI evaluation frameworks covering business case validation, technical feasibility assessment, adoption risk evaluation, and compliance and risk assessment. Strong facilitation, stakeholder management, and executive communication skills. Proven record of leading process redesign or operational efficiency initiatives enabled by AI/automation. Preferred Qualifications Experience building or scaling AI‑powered solutions using Claude, OpenAI API, Microsoft Copilot, or similar enterprise AI platforms. History of moving AI from experimentation to production with documented adoption and ROI. Experience partnering with enterprise IT or AI teams in a business leadership role. Deep exposure to underwriting workflows. Familiarity with AI governance, bias detection, and responsible AI principles. Salary and Benefits Expected salary range: $140,000–$160,000, depending on experience and location. Benefits may include health, dental, vision, life, disability insurance; FSA, HSA and 401(k) plans; paid time off; and eligible bonuses, equity and commissions for applicable positions. Equal Opportunity Employer HUB International Limited is an equal opportunity employer that does not discriminate on the basis of race, ethnicity, national origin, religion, age, color, sex, sexual orientation, gender identity, disability or veteran's status, or any other characteristic protected by local, state or federal laws, rules or regulations. E‑Verify Program is in effect. #J-18808-Ljbffr HUB International