Vice President, SPG Enterprise Technology

HUB International•Summit, NJ

15h•Hybrid

About The Position

The Vice President, SPG Enterprise Technology will lead technology strategy, engineering excellence, and AI enablement across SPG's diverse business lines, with particular focus on unifying and scaling the digital platforms including Squaremouth (travel insurance marketplace), Insureon (small business insurance), and CM&F Group (healthcare professional liability). The successful candidate will partner closely with business leaders across all SPG divisions to drive digital transformation, modernize technology infrastructure, and position SPG as a technology-first specialty insurance leader. This role requires a rare combination of deep technical expertise, strategic business acumen, and the ability to operate effectively in both entrepreneurial and enterprise environments. The SPG CTO will report directly to Seth McCallister, Hub International's Chief Technology Officer, and will serve as a key member of the SPG executive leadership team. This position must balance SPG's unique specialty insurance needs with Hub International's enterprise technology standards, governance frameworks, and corporate strategic direction.

Requirements

Bachelor's degree in Computer Science or relevant work experience, Engineering, or related technical field; advanced degree preferred
15+ years of progressive technology leadership experience with at least 5 years in senior executive roles (VP Engineering, CTO, or equivalent)
Proven track record leading technology organizations of 50+ engineers across multiple locations and business units
Experience in insurance, financial services, or other highly regulated industries strongly preferred
Demonstrated success in scaling digital platforms and e-commerce businesses (B2C and/or B2B)
Strategic business acumen with ability to translate business objectives into technology strategies and architectural decisions
Deep understanding of modern software development practices, methodologies, and team structures (Agile, DevOps, platform teams)
Exceptional communication skills with ability to influence and collaborate across organizational boundaries
Experience operating in matrixed organizational structures, balancing centralized strategy with decentralized execution
Understanding of enterprise technology governance, including experience working within corporate IT standards, architecture review processes, and technology investment frameworks
Track record of building, mentoring, and retaining high-performing engineering teams
Expert knowledge of modern application architecture patterns (microservices, event-driven, API-first design)
Deep experience with cloud platforms (AWS, Azure, or GCP) and cloud-native development
Strong understanding of full-stack development across multiple technology stacks (modern web frameworks, backend services, databases)
Experience with insurance industry systems and standards (policy administration, rating engines, ACORD forms, carrier integrations)
Demonstrated expertise in artificial intelligence and machine learning, with practical experience deploying AI solutions at scale
Understanding of generative AI capabilities, limitations, and responsible implementation practices
Knowledge of modern AI/ML tooling and platforms (LLMs, model training and deployment, MLOps)
Awareness of emerging technologies relevant to insurance (blockchain, IoT, advanced analytics, predictive modeling)
Strong foundation in QA/testing methodologies, automation frameworks, and continuous integration/deployment practices
Deep expertise in cybersecurity, risk management, and regulatory compliance (SOC 2, GDPR, state insurance regulations)
Experience with site reliability engineering, observability, and incident management
Knowledge of enterprise IT operations, infrastructure management, and technology service delivery
Serve as a trusted technology advisor to SPG President & CEO and business unit leaders, building strong partnerships based on business understanding and delivery excellence
Report directly to Hub International CTO Seth McCallister, operating as a business unit technology leader within the broader Hub technology organization. Balance SPG's unique specialty insurance business needs with Hub's enterprise technology standards, governance frameworks, and strategic direction
Build and lead distributed technology teams across multiple locations, establishing strong engineering culture and operational rhythm
Work effectively with acquired companies, respecting their entrepreneurial culture while driving necessary standardization and integration
Develop technology talent through coaching, mentorship, and career development programs
Manage technology budgets and investments with strong financial acumen and ROI focus

Nice To Haves

Direct experience in specialty insurance, MGA/MGU operations, or insurance wholesale markets
Background in high-growth environments with experience integrating acquisitions and scaling technology post-merger
Track record of successful digital marketplace or e-commerce platform leadership
Experience implementing enterprise-wide AI initiatives with measurable business outcomes
Knowledge of insurance technology vendors and ecosystem (Duck Creek, Applied Systems, Vertafore, Guidewire, etc.)
Understanding of insurance distribution models, carrier relationships, and program business structures
MBA or relevant graduate degree in technology management, business, or related field

Responsibilities

Strategic Technology Leadership Develop and execute SPG's comprehensive technology strategy in alignment with Hub International's overall CTO vision and SPG business objectives
Lead the unification and rationalization of technology platforms across SPG's 32 operating companies, creating scalable shared services while preserving business unit autonomy where appropriate
Drive technology-enabled growth initiatives, identifying opportunities for digital transformation, automation, and operational efficiency improvements
Establish technology governance frameworks, architectural standards, and best practices across all SPG business units
Partner with SPG President & CEO Chris Treanor and business unit leaders to translate business strategy into technology roadmaps and investment priorities
Adopt and implement Hub International's enterprise technology standards, governance frameworks, and architectural patterns across SPG operations, ensuring consistency with corporate directives while accommodating specialty business requirements
Participate actively in Hub International's technology governance bodies, leadership forums, and strategic planning sessions, representing SPG's interests while ensuring alignment with enterprise-wide initiatives
Collaborate with Hub International's enterprise architecture team to ensure SPG technology decisions align with corporate technology roadmaps, security policies, and compliance requirements
Digital Platform & Product Engineering Oversee the evolution and scaling of SPG's digital insurance platforms (Squaremouth, Insureon, CM&F Group) with focus on customer experience, conversion optimization, and operational efficiency
Lead engineering teams in building modern, cloud-native applications with emphasis on API-first architecture, microservices, and scalable infrastructure
Drive platform integration strategies across carrier partnerships, quote engines, policy administration systems, and distribution channels
Partner with HUB’s QA/testing and cloud ops organization to build SPG’s standardized QA/testing frameworks and DevOps practices to ensure high-quality, reliable software delivery
Balance technical debt reduction with feature development, making strategic build-vs-buy decisions
AI Strategy & Enablement Lead SPG's AI transformation initiative, identifying high-impact use cases across underwriting, claims, customer service, and operational workflows
Adopt and implement HUB AI governance frameworks ensuring responsible, ethical, and compliant deployment of AI technologies
Partner with Hub International's AI & Automation team to leverage enterprise capabilities while driving SPG-specific innovations
Build AI/ML engineering capabilities within SPG, establishing centers of excellence for data science, machine learning, and generative AI applications
Demonstrate measurable business impact from AI initiatives through improved underwriting accuracy, enhanced customer experiences, and operational efficiency gains
Technology Operations & Infrastructure Ensure reliability, security, and scalability of all SPG technology systems and infrastructure, establishing appropriate SLAs and operational metrics
Drive cloud migration and optimization strategies, leveraging modern cloud platforms for agility and cost efficiency in conjunction with HUB cloud design standards.
Establish disaster recovery and business continuity capabilities across all critical systems
Optimize technology spending through vendor management, license optimization, and strategic sourcing
Data & Analytics Strategy Develop enterprise data strategy including data architecture, governance, quality, and analytics capabilities in alignment with HUB standards.
Build modern data platforms enabling business intelligence, advanced analytics, and data-driven decision making
Establish data integration frameworks connecting disparate systems across SPG's business units and with Hub International enterprise systems
Enable predictive analytics and modeling capabilities for risk assessment, pricing optimization, and customer insights
Enterprise Technology Alignment & Governance Ensure SPG technology operations comply with all Hub International enterprise standards including technology architecture principles, security policies, development methodologies, and vendor management guidelines
Work under the direction of Seth McCallister, Hub International CTO, to implement corporate technology strategies while adapting them appropriately for SPG's specialty insurance business model and unique digital platform requirements
Leverage Hub International's enterprise capabilities, shared services, and centers of excellence (AI/automation, cybersecurity, infrastructure, data platforms) while building SPG-specific capabilities where justified by business need
Implement Hub International's technology governance processes including architecture review boards, change advisory boards, and investment approval workflows for all significant SPG technology initiatives
Maintain technology roadmap alignment with Hub International's multi-year strategic plans, ensuring SPG investments support and complement corporate initiatives rather than creating redundant or conflicting capabilities
Report technology metrics, risks, and performance indicators through Hub International's established reporting frameworks, providing visibility into SPG technology operations and demonstrating value delivery
Collaborate with other Hub International business unit CTOs and technology leaders to share best practices, identify synergies, and contribute to enterprise-wide technology evolution