ZipRecruiter

Log In

2

Remote Insurance Underwriter Trainee Jobs in Toronto, ON

Mercor

Senior Insurance Underwriting Specialist

Toronto, ON · Remote

CA$50 - CA$60/hr

Remote Role Responsibilities * Construct enterprise insurance scenarios for complex commercial underwriting, multi-stakeholder claims adjudication, and regulatory compliance review cycles at Fortune ...

Mercor

Senior Insurance Underwriting Specialist

Toronto, ON · Remote

CA$50 - CA$60/hr

Remote Role Responsibilities * Construct enterprise insurance scenarios for complex commercial underwriting, multi-stakeholder claims adjudication, and regulatory compliance review cycles at Fortune ...

ZAG Insurance

Commercial Insurance Broker

Oshawa, ON · Remote

CA$48K - CA$85K/yr

Job Summary Commercial Lines Sales Producer ZAG Insurance Full Time Hybrid or Remote if based in ... Collaborate with underwriters to negotiate competitive terms for a wide range of industries * Drive ...

next page

Showing results 1-20

All JobsInsurance Underwriter JobsRemote Insurance Underwriter Trainee JobsRemote Insurance Underwriter Trainee Jobs in Toronto, ON

Remote Insurance Underwriter Trainee information

What is the difference between Remote Insurance Underwriter Trainee vs Remote Insurance Underwriter?

AspectRemote Insurance Underwriter TraineeRemote Insurance Underwriter
Required CredentialsTypically a bachelor's degree; some certifications beneficialRelevant certifications (e.g., CPCU, AIC) often required or preferred
Work EnvironmentTraining phase, supervised, entry-levelFull responsibilities, independent decision-making
Job ResponsibilitiesLearning underwriting processes, assisting with risk assessmentAssessing risks, approving policies, managing complex cases

The Remote Insurance Underwriter Trainee is an entry-level role focused on learning and supporting underwriting tasks, often requiring minimal experience. In contrast, the Remote Insurance Underwriter handles full underwriting responsibilities, making independent decisions. The trainee position is ideal for those starting their career, while the underwriter role is suited for experienced professionals with relevant certifications.

Can you work remotely as a remote insurance underwriter trainee?

Remote insurance underwriter trainees can often work from home, depending on the company's policies and the role's requirements. The position typically involves using underwriting software and communicating with clients or agents remotely, making remote work feasible if the necessary technology and internet connection are available.

How to get a job as a remote insurance underwriter trainee with no experience?

To become a remote insurance underwriter trainee with no experience, candidates should focus on gaining relevant knowledge through online courses in insurance principles and risk assessment, and develop strong analytical and communication skills. Entry-level positions often require a high school diploma or equivalent, and some companies may provide on-the-job training or mentorship programs for new trainees. Building familiarity with underwriting software and obtaining industry certifications can also improve chances of securing a trainee role.

What are popular job titles related to Remote Insurance Underwriter Trainee jobs in Toronto, ON?

For Remote Insurance Underwriter Trainee jobs in Toronto, ON, the most frequently searched job titles are:

What job categories do people searching Remote Insurance Underwriter Trainee jobs in Toronto, ON look for?

The top searched job categories for Remote Insurance Underwriter Trainee jobs in Toronto, ON are:

Remote Insurance Underwriter Trainee jobs near you
Infographic showing various Remote Insurance Underwriter Trainee job openings in Toronto, ON as of August 2026, with employment types broken down into 100% Full Time. Highlights an 100% Remote job distribution.

Senior Insurance Underwriting Specialist

Mercor

Toronto, ON • Remote

CA$50 - CA$60/hr

Full-time

Posted 17 days ago

Job description

About the job

Mercor connects elite creative and technical talent with leading AI research labs. Headquartered in San Francisco, our investors include Benchmark, General Catalyst, Peter Thiel, Adam D'Angelo, Larry Summers, and Jack Dorsey.

Position: Insurance Experts
Type: Contract
Compensation: $50–$60/hour
Location: Remote

Role Responsibilities

  • Construct enterprise insurance scenarios for complex commercial underwriting, multi-stakeholder claims adjudication, and regulatory compliance review cycles at Fortune 500 carriers.
  • Build insurance tasks across F500 underwriting, risk assessment, claims management, actuarial pricing, reinsurance strategy, and regulatory affairs.
  • Develop scenarios using tools like Guidewire, Duck Creek, and actuarial modeling platforms (SAS, R) in F500 stacks.
  • Apply enterprise insurance methodologies such as actuarial risk modeling, loss reserving, and ERM frameworks to produce reference guidelines and risk narratives.
  • Author rubrics that distinguish authentic enterprise insurance judgment from generic textbook recall.

Qualifications

Must-Have

  • 5+ years in underwriting, claims, actuarial, or risk management at a Fortune 500 insurance carrier or reinsurer.
  • Direct ownership of F500-scale underwriting portfolios, claims operations, or actuarial pricing models.
  • Fluency in enterprise insurance tooling and methodologies, plus understanding of F500 regulatory compliance and reinsurance practices.

Preferred

  • Prior authorship of rubrics, actuarial/underwriting training curriculum, or claims documentation.

Application Process (Takes 20–30 mins to complete)

  • Upload resume
  • AI interview based on your resume
  • Submit form

Resources & Support

  • For details about the interview process and platform information, please check: https://talent.docs.mercor.com/welcome
  • For any help or support, reach out to: support@mercor.com

PS: Our team reviews applications daily. Please complete your AI interview and application steps to be considered for this opportunity.