ABOUT HUB

At HUB International, we are a team of entrepreneurs. We believe in protecting and supporting the aspirations of individuals, families, and businesses. We help our clients evaluate their risks and develop solutions tailored to their needs. We believe in empowering our employees to learn, grow, and make a difference. Our structure enables our teams to maintain their own unique, regional culture while leveraging support and resources from our corporate centers of excellence. 

HUB is one of the largest global insurance and employee benefits broker, providing a boundaryless array of business insurance, employee benefits, risk services, personal insurance, retirement, and private wealth management products and services. With over $5 billion in revenue and almost 20,000 employees in 600 offices throughout North America, HUB has grown substantially, in part due to our industry leading success in mergers and acquisitions. 

ABOUT SPECIALTY PROGRAM GROUP (SPG)

Specialty Program Group is a wholly owned subsidiary of Hub International, established in 2015 to acquire and scale best-in-class specialty insurance businesses. With over 1,300 employees across 35 operating companies, SPG has grown to manage $6 billion in gross written premium with 13%+ organic growth since founding.

SPG's platform spans five core divisions:

• Digital Insurance: Squaremouth (travel insurance marketplace with 3M+ customers), Insureon (largest independent digital agency for small business insurance with 400K+ annual customers), and CM&F Group (healthcare professional liability insurance serving 150K+ professionals)
• Wholesale Operations: SPG Wholesale (recently consolidated from Monarch E&S, Beacon Hill, SWIS, Capitol Special Risk, and JDM & Associates) providing specialty market access across environmental, construction, executive & professional lines
• MGA/Underwriting: Specialty underwriting facilities across entertainment, marine, workers' compensation, security, transportation, and other niche markets
• Specialty Retail: Focused retail operations serving specific vertical markets
• Life & Health/Benefits: Brokers' Service Marketing Group, Strategic Benefit Resources, Total Benefit Solutions, and related operations

ABOUT THE ROLE

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 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.

Key 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 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 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

Required Qualifications

Education & Experience

• 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)

Core Competencies

• 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

Technical Competencies

Software Engineering & Architecture

• 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)

AI & Emerging Technologies

• 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)

Quality, Security & Operations

• 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

Leadership & Collaboration Requirements

• 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 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

Preferred Qualifications

• 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

Location & Travel

This position is based at SPG headquarters in Summit, New Jersey or Chicago, Illinois (Hub International headquarters), with hybrid work flexibility. The role requires regular travel (approximately 30-40%) to SPG business unit locations across the United States and Canada, as well as Hub International corporate locations.

Department Information Technology

Required Experience: More than 15 years of relevant experience

Required Travel: Up to 50%

Required Education: Bachelor's degree (4-year degree)

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

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