Director, Learning & Change Enablement

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 a 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 THE ROLE
• At HUB International, the Technology and Operations Director of Learning and Change Enablement holds both leadership and management roles to lead an integrated Change Enablement & Learning function, overseeing both Change Enablement and Learning Design teams that together drive successful technology adoption across the insurance brokerage enterprise and fundamentally reshape how 20,000+ employees experience technological change.
• Primary Responsibilities and Activities
• Oversee a team of ~15 professionals across two critical functions—Change Enablement and Learning Design.
• Oversee a portfolio of 20+ concurrent learning and change initiatives.
• Build and maintain an integrated approach that recognizes learning and change as inseparable elements of organizational success.
• Develop strategies that address not just individual transformations but cumulative change impact.
• Build relationships with business operations leaders to understand unique enablement needs.
• Establish KPIs and success metrics that connect enablement efforts to business outcomes and measure how significant technology investments deliver promised value through effective adoption and mastery.
• Create a culture of innovation, collaboration, and continuous improvement and drive continuous improvement through data-driven insights and post-implementation reviews.
• Ensure regulatory compliance and risk mitigation across all enablement activities.
• Build organizational capability that extends beyond the direct team.
• Direct Reports
• Change Enablement Manager (team of 6)
• Learning Design Manager (team of 10)
• Job Requirements
• 10+ years of progressive change and learning experience with 5+ years in a leadership role.
• Bachelor's degree required; Master's degree in Business, Organizational Development, Education, or related field strongly preferred.
• Strong knowledge of learning design and change management frameworks and best practices. + Extensive experience with change management methodologies (Prosci, Kotter, ADKAR). Prosci or other change management certification preferred. + Experience with change impact assessments, stakeholder mapping, and resistance management. Proficiency with collaboration tools, survey platforms, and adoption analytics. + Extensive experience with instructional design models (ADDIE, SAM, Agile) and adult learning principles. + Experience with LMS platforms, authoring tools (Articulate, Adobe, Camtasia, Canva), virtual classroom technologies, and learning analytics.
• Proven track record leading teams of professionals across multiple disciplines.
• Professional certifications in change management, learning design, and / or leadership.
• Track record of continuous learning and development.
• Knowledge and Skills
• Excellent, clear, direct, compelling verbal and written communication and presentation skills, including the ability to explain IT concepts and technologies to business leaders and business concepts to staff.
• Deep expertise in developing people, processes and capabilities.
• Extensive experience with technology-driven transformation in complex organizations.
• Understanding of insurance, financial services, or similar regulated industries.
• Knowledge of digital transformation trends and implications for workforce.
• Familiarity with emerging technologies (AI, automation, analytics) and their human impact.
• Strong analytical and problem-solving skills with ability to think strategically and drive results.
• Ability to manage multiple priorities and work under pressure.
• Program / project management skills and experience.Leadership
• Demonstrates strong emotional intelligence and respect for others.
• Works daily with a planful, motivational, service-minded and goal-oriented attitude.
• Encourages and facilitates cooperation and results.
• Fosters an environment of collaboration and transparency.
• Inspires, motivates and guides team members.
• Fosters commitment, team spirit, pride and trust.
• Allocates team roles and accountabilities.Building Relationships
• Solicits advice, support, championship, sponsorship and commitment for the success of Technology and Operations initiatives.
• Procures and maintains support from key stakeholders in the enterprise to evolve and advance the Learning and Change objectives.
• Builds both formal and informal professional networks, and extends these networks within, across and external to organizational boundaries.
• Has the ability to build and leverage third party and off-shore relationships.Influencing Others
• Commitment to keeping teams informed and engaged.
• Communicates ideas or positions in a persuasive manner that builds support, agreement or commitment.
• Takes actions that directly or indirectly influence others to create buy-in, gain trust and motivate actions in others, or win concessions without damaging relationships.
• Possesses the ability to facilitate win-win solutions when conflicts emerge.Results Orientation
• Demonstrates curiosity and passion for progress.
• Sets and accomplishes challenging goals.
• Defines standards in terms of doing what is appropriate and doing it well.
• Competes resourcefully and takes calculated risks to achieve results.
• Naturally incorporates lessons learned into ways of working.Business Acumen and Enterprise Knowledge
• Solicits information on enterprise direction, goals and strategy to determine how the Learning and Change function can add value to the organization and to customer satisfaction.
• Makes decisions and recommendations clearly linked to the organization’s strategy and financial goals, reflecting an awareness of external dynamics.Working ConditionsTravel required : 20% travel across our North American HUBs (US and Canada).Remote position (Chicago area preferred).
• JOIN OUR TEAM
• HUB International
• , you will be part of a community of learners and doers focused on our Core Values : entrepreneurship, teamwork, integrity, accountability, and service.
• Disclosure required under applicable law in California, Colorado, Illinois, Maryland, Minnesota, New York, New Jersey, and Washington states : The expected salary range for this position is $160K to $180K
• and will be impacted by factors such as the successful candidate
• ’s skills, experience and working location, as well as the specific position
• ’s business line, scope and level. If you believe that your qualifications and experience surpass the minimum requirements for this role, we encourage you to submit your application. By doing so, we will be able to keep your application on file for consideration for potential future positions within our organization. HUB International is proud to offer comprehensive benefit and total compensation packages which could include health / dental / vision / life / disability insurance, FSA, HSA and 401(k) accounts, paid-time-off benefits such as vacation, sick, and personal days, and eligible bonuses, equity and commissions for some positions.
• Department Information TechnologyRequired Experience : 10-15

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