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Underwriting Program Jobs in Chicago, IL (NOW HIRING)

Senior Underwriting Assistant This position is part of the UW support career progression and may ... Possess an in-depth understanding of coverages and program structures, as well as internal policy ...

Possess an in-depth understanding of coverages and program structures, as well as internal policy ... Assists the underwriter in the preparation of business, and metric reports; assists in the review ...

With deep industry expertise, flexible underwriting capabilities, and a collaborative approach, we design innovative insurance programs tailored to each client's unique risk profile. CNA continues to ...

With deep industry expertise, flexible underwriting capabilities, and a collaborative approach, we design innovative insurance programs tailored to each client's unique risk profile. CNA continues to ...

Showing results 41-60

Underwriting Program information

See Chicago, IL salary details

$33.5K

$81.3K

$143.7K

How much do underwriting program jobs pay per year?

As of Aug 7, 2026, the average yearly pay for underwriting program in Chicago, IL is $81,256.00, according to ZipRecruiter salary data. Most workers in this role earn between $62,800.00 and $89,600.00 per year, depending on experience, location, and employer.

What are some common challenges faced by professionals working in an underwriting program, and how can they be addressed?

Professionals in underwriting programs often encounter challenges such as balancing risk assessment with business growth goals, managing tight deadlines, and adapting to evolving regulatory requirements. Staying updated with industry guidelines, leveraging advanced data analytics tools, and cultivating strong communication skills are essential strategies for overcoming these hurdles. Additionally, collaborating closely with sales, legal, and claims teams helps underwriters make well-informed decisions and maintain consistency across the organization.

Is underwriting a good career to get into?

Underwriting is a stable career that involves evaluating risks for insurance companies, requiring analytical skills and attention to detail. It often offers opportunities for advancement, professional certifications, and a predictable work environment, making it a viable option for those interested in finance and risk assessment.

What is an underwriting program?

An underwriting program is a structured process used by financial institutions, insurance companies, or lenders to evaluate the risk and eligibility of applicants for loans, insurance policies, or other financial products. The program sets the guidelines and criteria for assessing factors such as creditworthiness, health, or property value before approving or denying an application. By standardizing this evaluation, underwriting programs help organizations make informed decisions, minimize risk, and ensure compliance with regulations.

Can I become an underwriting program with no experience?

Underwriting programs typically require some knowledge of insurance principles and analytical skills, but many entry-level positions are open to candidates without prior experience. Relevant education, such as a degree in finance or business, and familiarity with underwriting software can improve chances of entry. On-the-job training is common for new hires in underwriting roles.

What is the difference between Underwriting Program vs Underwriter?

AspectUnderwriting ProgramUnderwriter
CredentialsTypically requires insurance or finance certifications, such as CPCU or FCASSame certifications often required, with additional experience in risk assessment
Work EnvironmentFocuses on developing, managing, and implementing underwriting policies and programsPerforms risk evaluation, decision-making, and approval of individual insurance applications
Employer & Industry UsageCommonly employed by insurance companies, brokers, and underwriting firmsFound within insurance companies, underwriting agencies, and brokers

In summary, an Underwriting Program focuses on creating and managing underwriting strategies and policies, while an Underwriter evaluates individual risks and approves insurance applications. Both roles require similar credentials and work within the insurance industry, but their responsibilities differ in scope and focus.

What are the key skills and qualifications needed to thrive in an underwriting program, and why are they important?

To excel in an Underwriting Program, strong analytical skills, attention to detail, and a relevant degree in finance, business, or a related field are essential. Familiarity with underwriting software, risk assessment tools, and industry certifications such as CPCU or AU are typically required. Effective communication, critical thinking, and decision-making skills help underwriters collaborate with stakeholders and evaluate complex information. These abilities ensure accurate risk evaluation, regulatory compliance, and profitable decision-making for financial institutions.

VP, Underwriting, Workers' Compensation

Brookfield

Chicago, IL

$185K - $254K/yr

Full-time

Medical, Dental, Vision, Retirement, PTO

Re-posted 22 days ago


Job description

Company

Argo Group

Argo Group is an underwriter of specialty insurance products in the property and casualty market. Argo offers a full line of products and services designed to meet the unique coverage and claims-handling needs of businesses. The Argo entities are wholly-owned subsidiaries of Clearbrook Group Holdings Inc.


Job Description

Summary:

To provide strategic guidance and direction to the underwriting business units in regard to business development, underwriting excellence, and operational/shared services to promote profitable underwriting results. Responsible for driving profitable growth for assigned product or territory. Collaborates with executive management to develop strategic and tactical initiatives to reach the organization's goals.

The primary duties and responsibilities of the role are:

Identify and support profitable new business and product opportunities.

Identify strategic agencies and facilitate effective partnerships with underwriting and marketing.

Lead process improvement and underwriting strategies for assigned area.

Identify program opportunities and coordinate underwriting resources to accomplish.

Drive product and platform expansion.

Establish and communicate production and profit-related goals including new business development, distribution platform management, target loss ratios, policy count, hit ratios, renewal retention as it relates to new product/program launch, etc.

Provide leadership, mentoring and advice to regional staff regarding underwriting risks.

Proactively develop strategies and actions to resolve adverse trends or deviations from established underwriting standards identified through producer and account review audits.

Develop and maintain effective relationships with distribution community at a senior level. Adds tangible value to the composition of our current distribution platform.

Collaborate with executive management when needed to analyze profit and loss statements to make appropriate business decisions.

Cultivate and maintain relationships within and outside Argo Group to develop and drive new business opportunities.

Act as a role model demonstrating belief in, and commitment to, the aspiration values of the Argo Group continuing to build and lead a value-based organization committed to long-term success.

Typically manages a mid-size team of professional level underwriters and people managers.

Participate in the recruitment and selection process to ensure the organization has the necessary talent to accomplish business goals.

Promote an environment that encourages self-motivation, teamwork and collaboration.

Ensure professional development of underwriting team including continued growth in underwriting knowledge and skills as well as professional behavior

As necessary, work with reinsurers and reinsurance intermediaries.

Core qualifications and requirements for this position include:

Bachelor's degree and minimum of 15 years underwriting experience with experience underwriting and marketing or equivalent combination of education and experience.

Management experience required with a proven ability to successfully lead a team. 10 years management experience highly preferred.

Demonstrates knowledge of the external market, producer community, competitive environment and contributes to the development of business strategy.

Superior oral and written communication skills with the ability to influence decisions.

Ability to influence, motivates, and promotes a team atmosphere to achieve desired results.

Recognized as a leader within the organization that provides advice and guidance to others.

Ability to read, understand and interpret company financial and actuarial reports to achieve business goals.

Strong ability to partner with claims, finance, actuarial, IT and marketing resources.

Independent decision maker - takes full responsibility for making decisions and consequences associated with decisions.

Demonstrate significant contribution to underwriting profit.

Continually seeks opportunities for niche products and potential agent opportunities.

Experience in delivering presentations to internal and external audiences.

Requires demonstrated experience in developing and implementing an annual department business plan

Proven employee development, mentoring, coaching and performance management skills.

Recognized as a leader within the organization that provides advice and guidance to others.

Ability to travel as needed, and with short notice.

Proficient in the use of computer programs, including Word, Excel, and Outlook.

Strong computer skills required. Must be able to work closely with various support systems and understand and apply basic programming tactics.

Salary Range:

  • Chicago $185,000 - $254,000

Compensation varies by location and experience. All employees are eligible for an annual bonus and a comprehensive benefits package.

PLEASE NOTE:

Applicants must be legally authorized to work in the United States. At this time, we are not able to sponsor or assume sponsorship of employment visas.

If you have a disability under the Americans with Disabilities Act or similar state or local law and you wish to discuss potential reasonable accommodations related to applying for employment with us, please contact our Benefits Department at 210-321-8400.

Notice to Recruitment Agencies:
Resumes submitted for this or any other position without prior authorization from Human Resources will be considered unsolicited. BWS and / or its affiliates will not be responsible for any fees associated with unsolicited submissions.

We are an Equal Opportunity Employer. We do not discriminate on the basis of age, ancestry, color, gender, gender expression, gender identity, genetic information, marital status, national origin or citizenship (including language use restrictions), denial of family and medical care leave, disability (mental and physical) , including HIV and AIDS, medical condition (including cancer and genetic characteristics), race, religious creed (including religious dress and grooming practices), sex (including pregnancy, child birth, breastfeeding, and medical conditions related to pregnancy, child birth or breastfeeding), sexual orientation, military or veteran status, or other status protected by laws or regulations in the locations where we operate. We do not tolerate discrimination or harassment based on any of these characteristics.

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Benefits and Compensation

We offer a competitive compensation package, performance-based incentives, and a comprehensive benefits program-including health, dental, vision, 401(k) with company match, paid time off, and professional development opportunities.