Underwriting Assistant II
AmTrust Financial Services
Chicago, IL · Posted October 27, 2026
Just laid off? Start here: a plan for the first weeks
See every open role at AmTrust Financial Services
More in Illinois job market · Financial Services & Banking · Finance jobs
Where Chicago, IL ranks
Where Chicago, IL placed in our monthly rankings, month by month. Each month stays online at its own address.
November 2026
- #1Best cities for software and engineering jobs in the Midwest1,085 openings · of 55
- #1Best cities for software and engineering jobs in the Great Lakes1,085 openings · of 44
- #1Best all-round cities for mid-career professionals in the Midwest82 / 100 · of 17
- #1Best all-round cities for mid-career professionals in the Great Lakes83 / 100 · of 14
- #1Best all-round cities for AI careers in the Midwest89 / 100 · of 17
- #1Best all-round cities for AI careers in the Great Lakes87 / 100 · of 14
Rankings about finance jobs
- Best cities for finance jobs #1 New York (1,932 openings)
- Best cities for finance pay after cost of living #1 San Mateo ($162k)
- Most requested AI skills in finance jobs #1 AI tools in daily work (4.3%)
- AI tools named most often in finance jobs #1 Claude (0.55%)
How AI is used in this kind of work
Among insurance claims and policy processing clerks, AI is already used for some of the tasks. Measured exposure for insurance claims and policy processing clerks: 15% (some).
Share of this job’s tasks that AI is already used for at work, from real usage. It is not a forecast of job loss, and a low number means no use seen yet. Source: Anthropic Economic Index.
About the job
Overview
Under moderate supervision, this position supports the underwriting team in providing efficient and accurate handling of the technical aspects of the underwriting process. Provides administrative support to multiple underwriters and completing administrative tasks to expedite the underwriting process. This can include policy processing and issuance for new business and/or renewal preparation, quoting and issuance; endorsement processing; cancellations; and/or other policy processing associated tasks. May potentially hold a limited Letter of Underwriting Authority. Maintains a solid understanding of AmTrust’s mission, vision, and values. Upholds the standards of the AmTrust organization.
This role in a Hybrid schedule 4 days a week in office
Responsibilities
1. Provides instruction to processing department for new and renewal accounts2. Provides instruction to processing department for endorsement requests.3. Processes endorsements that are tasked to be handled within the Underwriting Department.4. Fulfills brokers requests for, loss runs, copies of policies, copies of invoicing, etc.5. Provides agency support of general questions regarding renewal status, endorsement status, cancellation status, billing inquires, commission questions, etc.).6. Requoting within current systems as needed with requotes limited to adjustment of credits, debits, or deductibles or any requotes that can be completed within set time frame.7. Communicates effectively with internal and external contacts8. Completes renewal proposals as requested.9. Manually rates coverages and/or policies that are not fully automated.10. Handles full renewal process as allowed by Letter of Authority.11. Completes file documentation according to best practices guidelines.12. Responds to agent service questions and handles problems and service issues to a satisfactory resolution.13. Follow up on outstanding issues (i.e. loss control recommendations, etc)14. Supports the Underwriters in their activities as needed.15. Keeps current with market trends and demands.16. Performs other functionally related duties as assigned.
Qualifications
Required: • Associate degree or equivalent work experience• Proven research and analytical skills to identify, gather and organize information to provide recommendations• Working knowledge of PC based systems and applications such as Microsoft Office and data-based systems• Ability to learn new software applications Preferred: • 3+ years of clerical or administrative experience preferred• Insurance industry experience with knowledge of Property and Casualty Lines of coverage.• Strong verbal, reading and written communication skills• Bachelor's Degree preferredThis job description is designed to provide a general overview of the requirements of the job and does not entail a comprehensive listing of all activities, duties, or responsibilities that will be required in this position. AmTrust has the right to revise this job description at any time.
What We Offer
AmTrust Financial Services offers a competitive compensation package and excellent career advancement opportunities. Our benefits include: Medical & Dental Plans, Life Insurance, including eligible spouses & children, Health Care Flexible Spending, Dependent Care, 401k Savings Plans, Paid Time Off.
AmTrust strives to create a diverse and inclusive culture where thoughts and ideas of all employees are appreciated and respected. This concept encompasses but is not limited to human differences with regard to race, ethnicity, gender, sexual orientation, culture, religion or disabilities. Diversity is a business imperative, enabling us to attract, retain and develop the best talent available. We see diversity as more than just policies and practices. It is an integral part of who we are as a company, how we operate and how we see our future.
AmTrust values excellence and recognizes that by embracing the diverse backgrounds, skills, and perspectives of its workforce, it will sustain a competitive advantage and remain an employer of choice. Diversity is a business imperative, enabling us to attract, retain and develop the best talent available. We see diversity as more than just policies and practices. It is an integral part of who we are as a company, how we operate and how we see our future.