Program Manager, Broker Development

Talent Acquisition Team at Westland Insurance. Text reply only.Waterloo, ON
Hybrid

About The Position

Are you searching for new possibilities? Westland Insurance Group has an exciting opportunity for a Program Manager, Broker Development. This is a hybrid role that can be based anywhere nationally close to a Westland office. We’re looking for a strategic, forward-thinking learning leader to join our team as Broker Development Program Manager. In this role, you’ll design, implement, and manage programs that enhance broker capabilities across Westland. You’ll ensure our Personal and Commercial Lines brokers have the skills, knowledge, and tools they need to deliver exceptional client experiences and achieve business objectives.

Requirements

  • Minimum 5 years of experience in program management development within insurance or financial services
  • Proven expertise in instructional design and adult learning theory, with experience facilitating engaging virtual workshops
  • Experience building and managing coaching or mentorship programs that drive measurable performance outcomes
  • Demonstrated ability to design robust assessment frameworks that connect learning initiatives to business impact
  • Strong project management skills with the ability to lead complex, cross-functional initiatives and manage multiple priorities
  • Proficiency with rapid development tools (e.g., Vyond, Articulate), LMS platforms (e.g., Docebo or eLoomi), and advanced Microsoft Office applications (Word, PowerPoint, Excel, Co-Pilot, Teams)
  • Experience translating AI trends and evolving business needs into scalable, experiential learning solutions, supported by strong communication and stakeholder management skills

Responsibilities

  • Develop and execute a comprehensive broker capability strategy aligned with organizational goals
  • Design and deliver impactful programs focused on skills development, product knowledge, tools, processes, and operational excellence
  • Create a bridge program to transition high-potential talent from non-insurance industries into successful broker careers
  • Curate and integrate best-in-class content from learning partners to elevate program offerings
  • Build and lead a strong coaching and mentorship network across the organization
  • Evaluate and recommend cross-functional rotational opportunities to broaden broker experience
  • Partner with Learning & Development, Sales, and Operations to embed capability programs into existing frameworks
  • Monitor program effectiveness using KPIs, assessments, and feedback to drive continuous improvement
  • Lead communication and engagement strategies while building strong relationships with internal and external stakeholders to ensure program adoption and long-term success

Benefits

  • An open, flexible and welcoming workplace
  • Plenty of opportunities to grow and learn
  • Autonomy to drive your own success
  • Be part of our inclusive culture, alongside an extraordinarily talented community of people with a wide variety of backgrounds
  • A total rewards program that takes care of your financial, physical, and mental health
  • Flexible paid Values Days to celebrate days important to you
  • Paid Volunteer Days for employees as part of Amplifying Communities, a program to support causes that matter most to our employees and clients
  • Financial assistance is available for approved work-related training and development programs, including courses, seminars, and conferences that support your professional growth.

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What This Job Offers

Job Type

Full-time

Career Level

Mid Level

Education Level

No Education Listed

Number of Employees

501-1,000 employees

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