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Underwriter Training Program Jobs in Chicago, IL

Captives Underwriter

Chicago, IL · Hybrid

$124K - $199K/yr

Program Management * Participation in all aspects of program management such as actuarial pricing ... Bachelor's Degree preferred, or equivalent combination of education, training and experience * 5 + ...

Underwriter II

Lake Forest, IL · On-site

$62K - $90K/yr

... training and practical application * Ability to apply established guidelines to make sound ... We also offer a Wellness program that enables employees to participate in health initiatives to ...

Coach underwriting leaders, mentor underwriters, and contribute to the design and delivery of underwriting training programs; travel is required. * Makes recommendations on underwriting policy and ...

Underwriter, Construction

Chicago, IL · On-site

$85K - $130K/yr

Our policy is to provide employment, training, compensation, promotion, and other conditions or ... This role may also be eligible to participate in a discretionary annual incentive program. Chubb ...

Underwriter, Construction

Chicago, IL · On-site

$85K - $130K/yr

This role may also be eligible to participate in a discretionary annual incentive program. Chubb ... Our policy is to provide employment, training, compensation, promotion, and other conditions or ...

Our policy is to provide employment, training, compensation, promotion, and other conditions or ... Systems and programs - ability to use systems and software programs needed to conduct daily ...

Underwriting Manager

Naperville, IL · Hybrid

$72K - $157K/yr

Coach underwriting leaders, mentor underwriters, and contribute to the design and delivery of underwriting training programs; travel is required. * Makes recommendations on underwriting policy and ...

Underwriter, Surety

Chicago, IL · On-site

$82K - $118K/yr

Systems and programs - ability to use systems and software programs needed to conduct daily ... Our policy is to provide employment, training, compensation, promotion, and other conditions or ...

Broker Training - Educate brokers on captive program structures, underwriting guidelines, eligibility criteria, and value propositions. Develop training materials and conduct regular sessions to ...

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Showing results 1-20

Underwriter Training Program information

See Chicago, IL salary details

$33.5K

$81.3K

$143.7K

How much do underwriter training program jobs pay per year?

As of Jul 29, 2026, the average yearly pay for underwriter training 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 can I expect from the mentorship and training structure in an Underwriter Training Program?

In an Underwriter Training Program, you can expect a combination of formal classroom instruction, hands-on casework, and close mentorship from experienced underwriters. Trainees typically start by learning about risk assessment, insurance products, and industry regulations, gradually taking on more responsibility as they demonstrate proficiency. Regular feedback and collaboration with senior team members help you develop practical skills and build confidence in decision-making. This supportive environment is designed to ensure a smooth transition from trainee to fully qualified underwriter.

What is the difference between Underwriter Training Program vs Underwriter?

AspectUnderwriter Training ProgramUnderwriter
CredentialsTypically requires a bachelor's degree, sometimes certifications like CPCU or ARMOften requires a bachelor's degree and relevant certifications
Work EnvironmentTraining setting, classroom and on-the-job learningFull-time underwriting role in office or remote
Employer UsageUsed by insurance companies to develop new talentEstablished role for assessing risk and approving policies

The Underwriter Training Program is designed to prepare individuals for a career as an Underwriter by providing structured training and mentorship. Once completed, participants typically transition into full Underwriter roles. The main difference lies in the training phase versus the fully operational underwriting position.

What is an Underwriter Training Program?

An Underwriter Training Program is a structured educational initiative designed to teach individuals the fundamentals of underwriting, which involves assessing and evaluating risks for insurance, loans, or other financial products. Participants learn about risk analysis, industry regulations, financial documentation, and decision-making processes. These programs often combine classroom instruction with hands-on experience, preparing trainees for entry-level underwriting positions. Completion of such a program can lead to certifications or advancement within financial or insurance organizations.

Is underwriting a lot of math?

Underwriting involves analyzing financial data and assessing risk, which requires a good understanding of basic math and quantitative skills. While advanced math is not typically necessary, underwriters often use calculations, ratios, and statistical tools to make informed decisions. Strong attention to detail and familiarity with spreadsheets or underwriting software are also important.

Will AI replace underwriting?

AI is increasingly used to assist underwriters by automating data analysis and risk assessment, but it is unlikely to fully replace human underwriters in the near future. Underwriters still rely on judgment, industry knowledge, and complex decision-making that AI tools support rather than replace. The role may evolve to focus more on oversight and interpretation of AI-generated insights.

Can I become an underwriter with no experience?

Underwriter training programs often accept candidates with little or no prior experience, focusing instead on relevant skills such as attention to detail, analytical ability, and understanding of insurance principles. Completing coursework or certifications in insurance or risk assessment can improve chances of entry, and some employers provide on-the-job training for new underwriters.

What are the key skills and qualifications needed to thrive in an Underwriter Training Program, and why are they important?

To thrive in an Underwriter Training Program, you need strong analytical skills, attention to detail, and a relevant bachelor's degree, often in finance, business, or a related field. Familiarity with underwriting software, financial modeling tools, and risk assessment systems is typically required, and some programs value progress toward professional designations like CPCU. Effective communication, problem-solving, and decision-making abilities help candidates excel in evaluating applications and collaborating with colleagues. These skills ensure accurate risk assessment, sound decision-making, and contribute to the organization's profitability and compliance.

How do you train to be an underwriter?

Training to become an underwriter typically involves completing a relevant bachelor's degree in finance, business, or a related field, followed by on-the-job training where new underwriters learn company-specific policies and risk assessment techniques. Many employers also offer specialized training programs or certifications, such as the Chartered Property Casualty Underwriter (CPCU), to develop skills in underwriting principles and industry standards.
What are the most commonly searched types of Underwriter Training Program jobs in Chicago, IL? The most popular types of Underwriter Training Program jobs in Chicago, IL are:
What are popular job titles related to Underwriter Training Program jobs in Chicago, IL? For Underwriter Training Program jobs in Chicago, IL, the most frequently searched job titles are:
What job categories do people searching Underwriter Training Program jobs in Chicago, IL look for? The top searched job categories for Underwriter Training Program jobs in Chicago, IL are:
Infographic showing various Underwriter Training Program job openings in Chicago, IL as of July 2026, with employment types broken down into 80% Full Time, and 20% Part Time. Highlights an 100% In-person job distribution, with an average salary of $81,256 per year, or $39.1 per hour.
Commercial Underwriting Training Program Manager

Commercial Underwriting Training Program Manager

AIG

Chicago, IL • On-site

$105K - $126K/yr

Full-time

Posted 8 days ago


AIG rating

8.4

Company rating: 8.4 out of 10

Based on 22 frontline employees who took The Breakroom Quiz

116th of 299 rated insurance


Job description

Commercial Underwriting Training Program Manager


About the role:

The Program Manager, Commercial Underwriting Training, is responsible for managing a portfolio of learning initiatives that build core and future-ready underwriting skills across the organization. Reporting to the Global Head of Underwriting Technical Training, this role collaborates with stakeholders across functions and geographies to design, adapt, and implement scalable development solutions that align with enterprise underwriting priorities. This role requires strong project ownership, creativity in learning design, underwriting acumen and the ability to deliver experiences that drive real technical underwriting expertise.


There is no training component in this role - no prior facilitation skills required.


How you'll create an impact:

  • Manage multiple programs related to underwriting course design, structure and implementation.
  • Develop and implement learning tools in support of the rollout of new technical underwriting initiatives, systems and strategies.
  • Engage with corporate learning and development to align technical skills and professional skills with corporate underwriting strategies for comprehensive learning programs.
  • Engage with learning liaisons across multiple lines of business to help, direct and guide custom learning based on unique needs.
  • Partner with in-house and contract instructional designers to ensure effective and engaging learning assets are delivered.
  • Develop learner communications, guides, and engagement strategies to support program launches and adoption.
  • Collect and analyze feedback and data to improve content relevance, accessibility, and learner outcomes.
  • Ensure consistency and scalability across delivery formats and business audiences.
  • Stay current on learning trends and professional skills research to bring new ideas to the team.

What you'll need to succeed:

  • 5+ years of experience in learning and development program management, instructional design and facilitation.
  • Strong knowledge of adult learning principles to ensure learner engagement, drive behavior change, and reinforce application of skill in the workplace.
  • Program Management, Stakeholder Management and Growth Mindset (creative thinker, ownership and strong execution).
  • Experience working with or developing technical underwriting training skills.
  • Strong project management and execution skills, with the ability to juggle multiple priorities.
  • Excellent communication and stakeholder engagement skills.
  • Comfort working in a matrixed environment and adapting to direction while owning independent workstreams.
  • Familiarity with digital learning platforms.
  • Passion for helping employees grow and succeed through practical and accessible development.
  • Experience with course design, structure and delivery for technical underwriting learning.
  • Experience with AI Agents/Models highly valued.
  • Experience managing Early Career/Trainee Programs
  • Underwriting or Claims experience preferred.

For positions based in Illinois, the base salary range is $105,000-$126,000 and for positions based in NYC, the base salary range is $105,000-$125,000 and the position is eligible for a bonus in accordance with the terms of the applicable incentive plan. Your actual compensation will be dependent on your skills, experience, and qualifications. If your compensation expectations are above the posted range, we still encourage you to apply- your unique background matters to us.A summary of benefits can be viewed here: US Benefits Overview


#LI-HB1


At AIG, we value in-person collaboration as a vital part of our culture, which is why we ask our team members to be primarily in the office. This approach helps us work together effectively and create a supportive, connected environment for our team and clients alike.

Enjoy benefits that take care of what matters

At AIG, our people are our greatest asset. We know how important it is to protect and invest in what's most important to you. That is why we created our Total Rewards Program, a comprehensive benefits package that extends beyond time spent at work to offer benefits focused on your health, wellbeing and financial security-as well as your professional development-to bring peace of mind to you and your family.

Reimagining insurance to make a bigger difference to the world

American International Group, Inc. (AIG) is a global leader in commercial and personal insurance solutions; we are one of the world's most far-reaching property casualty networks. It is an exciting time to join us - across our operations, we are thinking in new and innovative ways to deliver ever-better solutions to our customers. At AIG, you can go further to support individuals, businesses, and communities, helping them to manage risk, respond to times of uncertainty and discover new potential. We invest in our largest asset, our people, through continuous learning and development, in a culture that celebrates everyone for who they are and what they want to become.

Welcome to a culture of inclusion

We're committed to creating a culture that truly respects and celebrates each other's talents, backgrounds, cultures, opinions and goals. We foster a culture of inclusion and belonging through learning, cultural awareness activities and Employee Resource Groups (ERGs). With global chapters, ERGs are a cornerstone for our culture of inclusion. The talent of our people is one of AIG's greatest assets, and we are honored that our drive for positive change has been recognized by numerous recent awards and accreditations.

AIG provides equal opportunity to all qualified individuals regardless of race, color, religion, age, gender, gender expression, national origin, veteran status, disability or any other legally protected categories.

AIG is committed to working with and providing reasonable accommodations to job applicants and employees with disabilities. If you believe you need a reasonable accommodation, please send an email to candidatecare@aig.com.

Functional Area:

OP - OperationsNational Union Fire Insurance Company of Pittsburgh, Pa.

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About AIG

Sourced by ZipRecruiter

American International Group, Inc. (AIG) is a leading global insurance organization. Building on 100 years of experience, today AIG member companies provide a wide range of property casualty insurance, life insurance, retirement solutions, and other financial services to customers in more than 80 countries and jurisdictions. These diverse offerings include products and services that help businesses and individuals protect their assets, manage risks and provide for retirement security.

Industry

Insurance services

Company size

10,000+ Employees

Headquarters location

New York, NY, US

Year founded

1919