Underwriter II
Confirmed on the employer's own hiring board on Nov 9, 2026. First seen by Alion on Oct 30, 2026. Wintrust Financial scores B on the Alion truth index.
As one of the largest premium finance companies in the country, FIRST Insurance Funding provides full premium finance services, plus additional services built specifically for agencies. We pride ourselves on the variety of incentive programs, services, and technology we offer. This not only helps grow the agents, brokers, and companies we partner with, but also helps them better serve their clients. FIRST Insurance Funding is a subsidiary of Wintrust, a financial services company with more than $66 billion in assets.
Why join us?
- An award-winning culture! We are rated a Top Workplace by the Chicago Tribune (past 10 years) and Employee Recommended award by the Globe & Mail (past 6 years)
- Competitive pay and discretionary or incentive bonus eligible
- Comprehensive benefit package including medical, dental, vision, life, a 401k plan with a generous company match and tuition reimbursement to name a few
- Promote from within culture
Why join this team?
- This position has the opportunity to interface with and have a positive impact on multiple areas of Wintrust's business
- We hold ourselves accountable to high standards, share wins, operate ethically, and have fun
Job Description Summary:
Responsible for analyzing financial data and other credit information for the purpose of approving loan terms and pricing, making recommendations for approval for loans above own authority, being a source of financial and industry knowledge for other employees, and working direct with clients to create customized financing solutions for complex policies and competitive situations.
Essential Responsibilities:
- Approving quote requests up to level commiserate with experience.
- Participating-in assigned department roles and responsibilities as required.
- Making customer visits and attending relevant industry conferences.
- Beginner Level Subject Matter Expert on Key Industry
Qualifications:
- 2+ years of relevant experience
- Insurance industry experience
- Knowledge of MS Office suite, intermediate Excel skills
- Ability to read and interpret financial statements
- Creative and open minded problem solver
Benefits
Medical Insurance
- Dental
- Vision
- Life insurance
- Accidental death and dismemberment
- Short-term and long term Disability Insurance
- Parental Leave
- Employee Assistance Program (EAP)
- Traditional and Roth 401(k) with company match
- Flexible Spending Account (FSA)
- Employee Stock Purchase Plan at 5% discount
- Critical Illness Insurance
- Accident Insurance
- Transportation and Commuting Benefits
- Banking Benefits
- Pet Insurance
Compensation
The estimated salary range for this role is $85,000 - $110,000, along with eligibility to earn an annual bonus. Actual salaries may vary based on several factors, such as a candidate’s qualifications, skills and experience., along with eligibility to earn an annual bonus. Actual salaries may vary based on several factors, such as a candidate’s qualifications, skills and experience.
From our first day in business, Wintrust has been proud to serve a variety of unique communities and people from all walks of life. To build a company that reflects the communities we serve, we believe that fostering a unique and inclusive workplace where everyone feels valued and empowered to succeed will support our ongoing success. Wintrust Financial Corporation, including community banking and financial services subsidiaries, is an Equal Opportunity Employer. All qualified applicants will receive consideration for employment without regard to race, color, religion, sex, age, national origin, disability, veteran status, genetic information, and other legally protected categories.