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Underwriting Assistant to document processing and policy administration using Guidewire

Job in Toronto, Ontario, C6A, Canada
Listing for: S I Systems
Part Time position
Listed on 2026-09-24
Job specializations:
  • Administrative/Clerical
    Data Entry
  • Insurance
Job Description & How to Apply Below
Underwriting Assistant to support document processing and policy administration using Guidewire and legacy systems - 2931

Note:

1 week of training is 100% onsite, after that 3 days a week are required in the Markham location, Monday's and Tuesdays are mandatory, the 3rd day is the choice of the worker.
This role supports underwriting operations within a financial services environment focused on personal lines auto and property accounts. The position includes document processing, data entry, policy transfers, and administrative support for underwriting activities across new business, renewals, and endorsements. The role offers exposure to Guidewire and legacy systems while supporting production goals and broker interactions.
Must Haves
1+ years supporting  underwriting   or administrative processing  functions
Data entry  within Guidewire and legacy systems for policy processing
Excel  and ability to learn new systems quickly
Analytical  and problem-solving skills with strong attention to detail and accuracy
Nice to Have
Personal lines insurance experience
Responsibilities
Enter data into Guidewire and legacy systems for new business, renewals, and endorsements
Process various policy changes under the direction of underwriters and team leads
Provide administrative and clerical support to the underwriting team
Support broker interactions related to personal lines auto and property accounts
Transfer policies through the conversion process
Support the team in meeting production goals and targets
Assist with additional assigned duties and meet established deadlines
Duration:
Until 20 Jun 2027

Location:

Hybrid - Markham

Note:

1 week of training is 100% onsite, after that 3 days a week are required in the Markham location, Monday's and Tuesdays are mandatory, the 3rd day is the choice of the worker.
This role supports underwriting operations within a financial services environment focused on personal lines auto and property accounts. The position includes document processing, data entry, policy transfers, and administrative support for underwriting activities across new business, renewals, and endorsements. The role offers exposure to Guidewire and legacy systems while supporting production goals and broker interactions.
Must Haves
1+ years supporting  underwriting   or administrative processing  functions
Data entry  within Guidewire and legacy systems for policy processing
Excel  and ability to learn new systems quickly
Analytical  and problem-solving skills with strong attention to detail and accuracy
Nice to Have
Personal lines insurance experience
Responsibilities
Enter data into Guidewire and legacy systems for new business, renewals, and endorsements
Process various policy changes under the direction of underwriters and team leads
Provide administrative and clerical support to the underwriting team
Support broker interactions related to personal lines auto and property accounts
Transfer policies through the conversion process
Support the team in meeting production goals and targets
Assist with additional assigned duties and meet established deadlines

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