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Underwriting Training and Development Specialist

Job in Toronto, Ontario, C6A, Canada
Listing for: TechAlliance of Southwestern Ontario, London Economic Development Corporation
Full Time, Apprenticeship/Internship position
Listed on 2026-09-23
Job specializations:
  • Insurance
    Underwriter, Insurance Risk / Loss Control
Salary/Wage Range or Industry Benchmark: 96000 - 146000 CAD Yearly CAD 96000.00 146000.00 YEAR
Job Description & How to Apply Below

Underwriting Training and Development Specialist

Description:

Permanent Full Time

The Underwriting Training and Development Specialist is responsible for designing, implementing, and managing underwriting training programs to enhance the knowledge, skills, and performance of underwriters. The role focuses on developing training materials, conducting workshops and training schools, ensuring compliance with underwriting policies, and fostering continuous professional development within the underwriting department.

Training Program Development & Delivery
  • Develop, implement, and manage underwriting training programs tailored to different levels of underwriters (junior, mid-level, and senior).
  • Deliver training sessions through various formats, including classroom instruction, webinars, e-learning modules, and hands-on workshops.
  • Create training materials such as manuals, guides, case studies, and assessments.
Underwriting Knowledge & Skills Development
  • Provide specialized training on underwriting principles, risk assessment, policy guidelines, and regulatory compliance.
  • Conduct technical training on underwriting software, data analysis tools, and risk evaluation models.
  • Ensure that underwriters are up to date with industry trends, new regulations, and changes in company policies.
Onboarding & Continuous Education
  • Lead the underwriting training for new hires to ensure a smooth transition into the role.
  • Establish ongoing professional development initiatives to upskill underwriters and improve decision-making.
  • Organize refresher courses, workshops, and certifications for underwriting teams.
Performance Assessment & Coaching
  • Evaluate the effectiveness of training programs through assessments, feedback, and underwriting performance metrics.
  • Provide coaching and mentorship to underwriters to enhance their technical and analytical skills as well as co-signing underwriter files.
  • Identify knowledge gaps and tailor training solutions accordingly.
Compliance & Quality Assurance
  • Ensure all underwriting training aligns with company policies, regulatory requirements, and industry best practices.
  • Collaborate with compliance and risk management teams to update training content as needed.
  • Promote ethical underwriting practices and adherence to risk management principles.
Collaboration & Stakeholder Engagement
  • Work closely with underwriting managers, senior underwriters, and NB Ops teams to align training programs with business goals.
  • Liaise with external training providers, professional bodies, and industry experts to enhance training offerings.
  • Support the development of career progression pathways for underwriters within the organization.
What you will bring:
Technical

Skills:
  • Strong knowledge of underwriting principles, risk assessment, and insurance policies.
  • Familiarity with underwriting systems, data analysis tools, and risk evaluation techniques.
  • Understanding of regulatory requirements and industry best practices.
Training & Development

Skills:
  • Experience in instructional design, curriculum development, and adult learning methodologies.
  • Strong presentation and facilitation skills, with the ability to engage and educate diverse audiences.
  • Ability to create effective training materials and e-learning content.
Other

Skills:
  • Excellent communication and interpersonal skills.
  • Strong analytical, problem-solving, and critical and creative thinking abilities.
  • Ability to coach, mentor, and provide constructive feedback.
  • Highly organized with strong project management skills.
Qualifications &

Experience:
  • Bachelor's degree, or a related job experience.
  • Experience in Individual Insurance Underwriting.
  • Professional Insurance qualifications (e.g., FLMI, FALU etc.) .
  • Minimum of 5-7 years of experience in underwriting, training, or a related role.
  • Experience…
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