Underwriting Assistant – Chicago

CrossCover; Chicago (IL); On-site; USD 42,000 - 60,000; Full time

Benefits offered by this job

Competitive compensation

Benefits package

Professional development opportunities

Job summary

CrossCover Insurance Services is seeking an Underwriting Assistant to support the underwriting team with quoting and binding policies and managing the book of business. Key duties include preparing submissions for underwriters, organizing account files, and handling administrative tasks such as creating binders, policies, and endorsements for brokers, while coordinating inspections and loss runs as needed.

This role requires strong MS Office skills, attention to detail, and excellent written and

Qualifications

• High School Diploma; Bachelor’s Degree preferred.
• Strong MS Office, particularly Excel, Word, and Outlook.
• Detail oriented.
• Strong written and communication skills.
• Ability to work both independently and within a team environment.

Responsibilities

• Clear and assign submissions to Underwriters in CoverIT.
• Prepare account files for the Underwriters to quote.
• Create documentation (Binders, Policies, Endorsements) to be sent to Brokers.
• Order inspections.
• Request Loss Runs.
• Other duties as assigned by Underwriters.

Skills

MS Office

Detail oriented

Written communication

Team collaboration

Independent work

Education

High School Diploma

Bachelor’s Degree preferred

Tools

Excel

Word

Outlook

CoverIT

Job description

Company Description

CrossCover Insurance Services is a Managing General Underwriter (MGU) company providing high limits and innovative products to our clients. As we continue to grow, we are seeking a skilled and confident Underwriting Assistant who believes he or she will contribute to CrossCover immediately.

Position Summary

Underwriting Assistants provide additional support to the Underwriter in quoting and binding policies and managing the book of business. Job tasks could vary, but often include preparing submissions for underwriters, administrative duties, as well as organizing and arranging account files.

Essential Duties and Responsibilities

• Clear and assign submissions to Underwriters in CoverIT
• Prepare account files for the Underwriters to quote
• Create documentation (Binders, Policies, Endorsements) to be sent to Brokers
• Order inspections
• Request Loss Runs
• Other duties as assigned by Underwriters

Required Skills and Abilities

• High School Diploma, Bachelor’s Degree preferred
• Strong MS Office, particularly Excel, Word, and Outlook
• Detail oriented
• Strong written and communication skills
• Ability to work both independently and within a team environment

Key Competencies

Organization, detail-oriented, ability to multi-task.

The above is intended to describe the general content of and requirements for the performance of this position. It is not to be construed as an exhaustive statement of duties, responsibilities, or required skills and capabilities. Nothing in this job description restricts management’s right to modify or expand, or assign or reassign, duties and responsibilities relating to this position at any time. Reasonable accommodations may be made to enable individuals with disabilities to perform essential functions.

Benefits

CrossCover Insurance Services offers a competitive compensation and benefits package designed to support the well‑being and long-term success of our employees. Benefits include:

• Medical, dental, and vision insurance
• Company-sponsored life and disability insurance
• Paid time off and company holidays
• 401(k) retirement plan with company match
• Opportunities for professional development and career growth

Industry

• Insurance

Employment Type

Full-time