Sr. Manager, M&A Integration Training and OCM

Hub International Insurance • Chicago, IL

6d

About The Position

HUB acquires 50+ agencies a year, and every deal means change - new systems, new processes, new ways of working. This role leads the training and change management strategy that makes those transitions smooth, fast, and human - protecting deal value and minimizing the impact of change on the business. This role will also drive change internally as our Mergers & Acquisition Integration (MAI) team adopts new tools, AI capabilities, and ways of working. We're looking for a strategic thinker who executes. Someone with a wide lens across the deal lifecycle who proactively identifies impacts, designs modern learning experiences, and leads a team that delivers at scale.

Requirements

• 5+ years running training programs end-to-end: scoping, planning, and delivering at scale
• 3+ years designing learning experiences across modalities (vILT, eLearning, self-paced, microlearning) grounded in adult learning principles
• Proficient in navigating and utilizing Learning Management Systems (LMS)
• Experience building and leading a team of 5 or more people
• Change Management certification (PROSCI, DDI, or equivalent) or applied experience with OCM methodologies
• Tech-savvy with a track record of helping organizations adopt new tools and ways of working
• Strong communicator - written, verbal, and in front of senior leadership

Nice To Haves

• M&A experience: familiarity with due diligence, estimation, and integration execution for technology and operations
• PMP certification
• 3+ years in insurance, insurance brokerage, or financial services

Responsibilities

• Strategic Leadership Own the MAI training and OCM strategy - set the direction, align with enterprise standards, and evolve it as the business evolves
• Use a wide view across the deal lifecycle to get ahead of change impacts and readiness gaps before they surface both for acquired employees and the MAI team
• Build and execute communications strategies tailored to each deal, audience, and stage of the integration
• Partner across the enterprise with technology leaders, regional and business stakeholders to build relationships and drive alignment across every region, deal, and team
• Drive the learning and change strategy forward as AI, new tools, and new ways of working are adopted
• Delivery & Execution Drive the training and communications delivery schedule across 50+ concurrent integration programs
• Own and evolve playbooks for different scenarios, from straightforward conversions to complex programs
• Align with stakeholders across regions and functions on scope, content, and timing
• Build flexible delivery models that scale as needed
• Keep a pulse on quality by tracking CSAT, gathering feedback, and iterating
• People Leadership Build and develop a high-performing team of trainers and OCM professionals; create an environment where people grow, do meaningful work, and deliver their best
• Manage team capacity and resourcing to meet the demands of a dynamic, multi-deal portfolio
• Set clear expectations and maintain accountability for quality and consistency across programs
• Continuous Improvement Advance the MAI training delivery model by further integrating AI, self-paced options, and flexible formats that meet learners where they are
• Maintain content accuracy and relevance; use feedback and data to prioritize what gets improved
• Build on what's working while staying curious about better ways to drive engagement and retention

Benefits

• 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.

What This Job Offers

• Job Type: Full-time
• Career Level: Manager