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Underwriter Development Program Jobs in Ontario (NOW HIRING)

As a Senior Underwriter , you will play a key role in assessing complex life, critical illness, and ... personal development days, telemedicine, employee and family assistance program, ergonomic ...

As an Underwriter , you will play a key role in risk assessment and underwriting decision-making ... development opportunities, telemedicine services, employee and family assistance program, ergonomic ...

Department Overview The Underwriting Department at TD Insurance is a dynamic, high-energy team ... Through regular development conversations, training programs, and a competitive benefits plan, w ...

Department Overview The Underwriting Department at TD Insurance is a dynamic, high-energy team ... Through regular development conversations, training programs, and a competitive benefits plan, w ...

As a Commercial Underwriter, you'll work closely with brokers across Ontario, helping them find ... Profit-sharing program * 100% employer-paid professional development and training opportunities Be ...

As a Commercial Underwriter, you'll work closely with brokers across Ontario, helping them find ... program Profit-sharing program 100% employer-paid professional development and training ...

Showing results 21-40

Underwriter Development Program information

Is it hard to get a job in underwriting?

Getting a job in underwriting can be competitive, often requiring relevant education such as a degree in finance, economics, or related fields, along with strong analytical skills. Entry-level positions may be accessible with internships or certifications like the Chartered Property Casualty Underwriter (CPCU), but advancing in the field typically involves gaining experience and developing industry-specific knowledge.

What can I expect from the training and mentorship provided in an underwriter development program?

Participants in an Underwriter Development Program typically receive a blend of classroom instruction, on-the-job training, and mentorship from experienced underwriters. You can expect to rotate through various lines of business, work on real case studies, and gradually take on more responsibility as you build your technical and analytical skills. Mentors and managers provide regular feedback and support, helping you to understand underwriting guidelines, risk assessment, and client interaction. This structured training approach prepares you for a successful underwriting career and often leads to advancement opportunities within the company.

What is the career progression for underwriter development program?

The Underwriter Development Program typically leads to roles such as underwriter, senior underwriter, and underwriting manager, with progression based on performance, experience, and skill development. Participants often gain expertise in risk assessment, insurance policies, and industry tools, which can open opportunities for specialization or leadership positions within the underwriting field.

What is an underwriter development program?

An Underwriter Development Program is a structured training initiative offered by insurance companies or financial institutions to prepare individuals for careers as underwriters. Participants typically receive a mix of classroom instruction, on-the-job training, and mentorship to learn about risk assessment, policy evaluation, and decision-making processes. The goal of the program is to equip trainees with the knowledge and skills needed to evaluate insurance applications, determine coverage terms, and assess potential risks. These programs often lead to full-time underwriting positions upon successful completion.

What are the key skills and qualifications needed to thrive in an underwriter development program, and why are they important?

To thrive in an Underwriter Development Program, you need strong analytical abilities, attention to detail, and a bachelor's degree in finance, business, or a related field. Proficiency with risk assessment software, Microsoft Excel, and familiarity with industry regulations or progress toward certifications like CPCU are often valued. Effective communication, critical thinking, and strong organizational skills help candidates stand out in this role. These skills ensure accurate risk analysis, clear client interactions, and the ability to manage complex portfolios in the insurance industry.

What is the difference between Underwriter Development Program vs Underwriter?

AspectUnderwriter Development ProgramUnderwriter
CredentialsTypically requires a bachelor's degree, sometimes a certification like CPCU or ARMRequires similar credentials, often with additional experience or certifications
Work EnvironmentStructured training environment, often in corporate officesOperational, risk assessment, and decision-making roles in insurance companies
Usage in IndustryEntry-level training program for aspiring underwritersFull-time professional role responsible for evaluating insurance risks

The Underwriter Development Program is designed to train and develop new talent into underwriters, providing structured learning and mentorship. An underwriter, on the other hand, is a fully qualified professional responsible for assessing risks and making underwriting decisions. The program prepares individuals for a career as an underwriter, who then performs the core job functions within the insurance industry.

What are popular job titles related to Underwriter Development Program jobs in Ontario? For Underwriter Development Program jobs in Ontario, the most frequently searched job titles are:
What job categories do people searching Underwriter Development Program jobs in Ontario look for? The top searched job categories for Underwriter Development Program jobs in Ontario are:
What cities in Ontario are hiring for Underwriter Development Program jobs? Cities in Ontario with the most Underwriter Development Program job openings:
Infographic showing various Underwriter Development Program job openings in Ontario as of August 2026, with employment types broken down into 1% As Needed, 77% Full Time, 17% Part Time, 1% Temporary, and 4% Contract. Highlights an 96% Physical, 1% Hybrid, and 3% Remote job distribution.

Senior Underwriter

HollisWealth

Toronto, ON โ€ข Hybrid

Full-time

Retirement, PTO

This job post hasย expired today.ย Applications are no longer accepted.


Job description

Job Description

Build the future with us

Are you driven by the world of insurance and motivated by making sound, highimpact underwriting decisions? As a Senior Underwriter, you will play a key role in assessing complex life, critical illness, and disability insurance risks to support informed, profitable, and clientfocused decisions. You will also act as a resource person and expert, contributing to our underwriting excellence and supporting the development of less experienced colleagues.

This position is a great opportunity to showcase your skills and fully realize your potential within a caring and trustworthy company. Here, people and their development are at the heart of our priorities, fostering an environment that encourages collaboration and innovation.

What you'll accomplish with us

As a Senior Underwriter, you'll be at the core of our mission. Here are the main responsibilities:

  • Analyze complex life, health, and disability cases by applying established underwriting rules.
  • Negotiate the best possible offer with reinsurers to ensure competitive, clientcentered outcomes.
  • Examine, assess, and propose solutions for more complex files.
  • Act as a coach to less experienced underwriters.
  • Collaborate with IT teams and Business Analysts as an expert in the implementation of a new underwriting automation system.

What could accelerate your success in this role

We're looking for someone who:

  • Holds a bachelor's degree or any other relevant academic background.
  • Brings 8+ years of experience in individual life underwriting or in a similar role.
  • Is recognized for strong analytical and problemsolving skills, including the ability to assess medical and nonmedical information to make accurate underwriting decisions.
  • Stands out for their ability to negotiate, organize, and manage multiple priorities in a highvolume environment.
  • Demonstrates excellent communication skills and a customerfocused mindset, delivering highquality work under tight deadlines.
  • Has an excellent oral and written communication skills in English

Why you'll love working with us

  • A work environment where learning and development merge with a collective pursuit of excellence;
  • A healthy, safe, fair, and inclusive environment where potential can be freely expressed and developed;
  • The opportunity to work in a hybrid environment, supported by flexibility and access to inspiring and innovative workspaces;
  • Competitive benefits: Flexible group insurance, competitive pension plan, stock purchase plan, vacation and wellness/personal development days, telemedicine, employee and family assistance program, ergonomic furniture program, performance bonus, discounts on iA products, and much more!

Apply now and get ahead of your career, where your talent really belongs!

Still unsure about applying? At iA, we believe in potential and value diverse experiences. If this role inspires you, go ahead and apply - your place might be with us, and we want to get to know you!

The typical hiring range for this position is between 88k and 110k CAD per year, for 37.5 hours per week; the base salary offered may vary depending on knowledge, skills, years of experience, and internal equity related to the role. At iA, we are committed to offering a fair, equitable, and marketbased compensation structure. Our market data is updated annually to reflect the most current market conditions.

Location(s)Toronto / 26 Wellington Street EastOther Possible Location(s)
Company

iA Financial Group

Posting End Date2026-05-29Company Overview

iA Financial Group* is the strength of a company with a human side, with its over 8,000 employees. Together, we have earned the trust of our more than four million clients and 25,000 advisors who have chosen us for their insurance, savings, and wealth management.

With over $200 billion in assets and half a billion invested in technological innovation, we're a key player in the financial services industry in Canada and the United States. The secret to our success? Investing in you, one person at a time. Because, for over 125 years, we have believed that it's by supporting our employees and surrounding ourselves with the most reputable leaders in the industry, we will continue to innovate.

At iA, we're invested in you.

* iA Financial group includes the following entities: iA Services financiers, iA assurance auto et habitation, iA Gestion privee de patrimoine, PPI Management, Investia, iA Gestion de placements, Prysm, iA Clarington, Michel Rheaume et associes, Garanties Nationales, WGI Manufacturing, WGI Service Plan Division, Lubrico, iA Financement auto Our Commitment to Diversity and Inclusion

At iA Financial Group, we support and celebrate diversity. We strive to provide a workplace that is recognized as inclusive for all, regardless of ethnic origin, nationality, language, religious beliefs, gender, sexual orientation, age, marital status, family situation, or physical or mental disability.

Please note that if you need help or assistance to make the recruitment process more accessible for you, please Contact us here. Someone from our team will be happy to assist you with your needs.