Learning & Development Facilitator

Billyard Insurance Group (BIG) is a leading force in the insurance industry, committed to attracting the best insurance professionals and equipping them with cutting-edge technology, tools, and unwavering support to thrive in today's dynamic insurance landscape. With a strong presence and continuous growth, we boast over 80 locations across Canada. Our dedication to excellence has earned us prestigious recognition, including being featured on Insurance Business Canada's esteemed Top Brokerages list for the past three years and securing a spot as one of Canada's Top Growing Companies in the renowned Globe and Mail's Report on Business. At Billyard Insurance Group, our mission is clear: to establish a nationally recognized insurance brokerage brand that empowers brokers and leads the digital insurance revolution.

We're looking for a Learning & Development Facilitator to join our team and deliver engaging, high-quality learning experiences that support employee success across our organization. This role is ideal for an experienced facilitator or trainer with a passion for adult learning, program delivery, and developing others. Experience within the insurance brokerage industry is strongly preferred, as you'll be delivering training on brokerage processes, systems, and technology to employees across both our branch network and Head Office.

This is a hybrid position with monthly travel between our Welland and Mississauga training facilities as required.

What does the [Role Name] do?

As a Learning & Development Facilitator, you'll be responsible for delivering impactful learning experiences that support employee success across both Head Office and branch operations.

In This Role, You Will

• Facilitate engaging virtual, recorded, and in-person training sessions through BIG University.
• Deliver training on insurance brokerage processes, internal procedures, carrier portals, and business systems.
• Provide instruction and guidance on key technology platforms, including Applied, Power Broker, Jira, and other internal tools.
• Support learners by answering questions, providing coaching, and helping employees apply new knowledge in their day-to-day roles.
• Develop and maintain training materials, job aids, presentations, guides, and other learning resources.
• Assist employees in identifying and accessing training programs that align with their roles and development needs.
• Coordinate and support course enrollment and participation within BIG University.
• Manage and resolve training-related technical support requests through Jira.
• Collaborate with internal departments and external insurance partners to coordinate and deliver relevant learning opportunities.
• Monitor attendance, engagement, and learner feedback to continuously improve training effectiveness.
• Support compliance and regulatory learning initiatives by ensuring training content remains accurate and current.
• Troubleshoot technical issues related to learning platforms and training delivery.
• Promote a culture of continuous learning and professional growth throughout the organization.
• Stay informed on industry trends, insurance market updates, and emerging best practices to keep training content relevant and impactful.

Does this sound like you?

You are passionate about helping others learn and succeed. You enjoy sharing your knowledge, simplifying complex concepts, and building confidence in others. Whether you're leading a virtual classroom, facilitating an in-person session, or supporting a learner one-on-one, you create positive and engaging learning experiences.

You Are

• An effective communicator who can explain technical and insurance concepts in a clear and practical way.
• Comfortable presenting to groups and facilitating discussions in both virtual and in-person environments.
• Highly organized and capable of managing multiple priorities, projects, and deadlines.
• A natural problem-solver who remains calm under pressure and can quickly adapt when challenges arise.
• Collaborative and relationship-focused, with the ability to work effectively across departments and with external partners.
• Detail-oriented and committed to delivering accurate, high-quality work.
• Customer-service minded, approaching learner support with patience, professionalism, and empathy.
• Passionate about continuous improvement and committed to helping others grow and develop.
• Comfortable learning and navigating technology platforms and troubleshooting user issues when needed.

Required

Qualifications

• High School Diploma or equivalent.
• Registered Insurance Broker of Ontario (RIBO), Level 1 or higher.
• Minimum 3 years of insurance brokerage experience or related industry experience.
• Strong understanding of insurance products, underwriting principles, brokerage operations, and risk management practices.
• Previous experience facilitating training, coaching, mentoring, or delivering educational programs.
• Strong presentation and communication skills.

Assets

• Post-secondary education in Business Administration, Insurance, Adult Education, or a related field.
• Advanced knowledge of Power Broker, Applied, Jira, or similar business systems.
• Experience developing training materials, job aids, presentations, and learning resources.
• Experience working within a Learning Management System (LMS).
• Adult learning, instructional design, or facilitation certifications.

What We Offer

• People-focused company culture
• Comprehensive benefits including medical, vision, dental, and Employee Assistance Program (EAP)
• 3 weeks’ of paid vacation in the first year of employment; 4 weeks’ in year 2
• Birthday day off
• Hybrid work from home / in-office environment
• Retirement savings programs, with company-matched RRSP contributions

Our Commitment to Diversity, Inclusion and Belonging

Billyard Insurance Group is committed to building a transparent environment where everyone feels heard, welcomed, and included. We believe Diversity, Inclusion, and Belonging are fundamental in our vision to be the leading insurance platform in Canada. BIG is a proud, equal-opportunity workplace that is committed to equal employment opportunity regardless of race, color, ancestry, religion, sex, national origin, sexual orientation, age, citizenship, marital status, disability, or gender identity.

Our Commitment to Accessibility

Billyard Insurance Group is committed to developing an inclusive, barrier-free recruitment process and work environment. Should you require any accommodation, please inform us and we will work with you to meet your accessibility needs. For any accessibility-related assistance, requests for information in accessible alternative formats or to report any accessibility problems, please contact us at View email address on ca.workus.org or View phone number on ca.workus.org.