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Underwriter Training Program Jobs in Chicago, IL

Markel International

Underwriter, Surety

Chicago, IL · Hybrid

... training, licensure, demonstrated competencies, geographic location, and other factors.The salary ... We offer competitive benefit programs that help meet our diverse and changing environment as well ...

Berkley

Senior Underwriter - D&O

Chicago, IL · On-site

$115K - $125K/yr

Leadership Duties * Assist with training junior members of the underwriting and/or support staff on ... Working knowledge of PC's and other software programs (including Microsoft Word and Excel) The ...

Berkley

Senior Underwriter - D&O

Chicago, IL · On-site

$115K - $125K/yr

Provide assistance to management with training and education of the underwriting staff ... Working knowledge of PC's and other software programs (including Microsoft Word and Excel ...

Berkley

Senior Underwriter - D&O

Chicago, IL

$115K - $125K/yr

Provide assistance to management with training and education of the underwriting staff ... Working knowledge of PC's and other software programs (including Microsoft Word and Excel ...

Awac

Underwriter, Excess Casualty

Chicago, IL · On-site

... training and mentoring programs. Our people are our most important asset, and we are very proud of ... Underwriter, General Casualty Job Objectives: Allied World has an exciting opportunity for an ...

SCOR

VP, Professional Lines Treaty Underwriter

Chicago, IL · On-site

$200K - $271K/yr

The expectation is that the senior underwriter support training and development of less tenured ... programs; casualty lines may also be considered where the candidate has relevant experience. o ...

Acrisure

Senior Stop Loss Underwriter

Chicago, IL · On-site +1

$90K - $125K/yr

Contribute to underwriting best practices, process improvements, and training initiatives. * Serve ... Employee Assistance Program (EAP); and a complimentary Calm app subscription. * Financial Wellness:

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All JobsUnderwriter Training Program JobsUnderwriter Training Program Jobs in Chicago, IL

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 Aug 6, 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.

How long does it take to become an underwriter?

Becoming an underwriter typically requires completing a training program that lasts from a few weeks to several months, depending on the employer and the complexity of the policies involved. Many underwriters also pursue industry certifications, such as the Chartered Property Casualty Underwriter (CPCU), which can take additional time to obtain. Gaining experience through entry-level roles can also be part of the pathway to becoming a fully qualified underwriter.

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.

Is it hard to get a job in an underwriter training program?

Securing a position in an underwriter training program can be competitive, often requiring relevant education such as a degree in finance, business, or related fields, along with strong analytical skills. Candidates typically undergo a structured training process that assesses their understanding of risk assessment and insurance principles, and prior experience or certifications can improve chances of acceptance.

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.

How much do beginner underwriters make?

Entry-level underwriters typically earn between $45,000 and $60,000 annually, depending on location and industry. Starting salaries can increase with relevant certifications, such as the Chartered Property Casualty Underwriter (CPCU), and experience with underwriting software and risk assessment. Compensation may also vary based on the employer and the complexity of the policies handled.

How do you become an underwriter with no experience?

To become an underwriter with no experience, candidates typically start by obtaining relevant education such as a bachelor's degree in finance, economics, or a related field. Entry-level underwriter positions often provide on-the-job training, and gaining knowledge of insurance policies, risk assessment, and using underwriting software can improve prospects. Certifications like the Associate in Commercial Underwriting (AU) or similar can also enhance employability.

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.
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:
Underwriter Training Program jobs near you
Infographic showing various Underwriter Training Program job openings in Chicago, IL as of August 2026, with employment types broken down into 97% Full Time, and 3% Part Time. Highlights an 76% In-person, 8% Hybrid, and 16% Remote job distribution, with an average salary of $81,256 per year, or $39.1 per hour.

Underwriting Specialist/Executive Underwriter, Inland Marine

Markel International

Chicago, IL • On-site, Remote

Full-time

Medical, Dental, Vision, Life, Retirement, PTO

Re-posted 24 days ago

Job description

What part will you play? If you're looking for a place where you can make a meaningful difference, you've found it.

The work we do at Markel gives people the confidence to move forward and seize opportunities, and you'll find your fit amongst our global community of optimists and problem-solvers. We're always pushing each other to go further because we believe that when we realize our potential, we can help others reach theirs. Join us and play your part in something special! The primary purpose of this position is to underwrite new business and renewals in a profitable manner and according to authority level and established guidelines, and drive projects having an impact on the business. Assigned larger, more important and more complex accounts. Utilize underwriting tools to determine accurate classifications, rates, and premium charges. Understand state laws, including cancellation and non-renewal, within assigned territory to properly transact business within each state. Knowledgeable in coverage forms and policy language; appropriate utilization of forms and exclusions. Assist with resolving premium audit disputes within assigned agents/brokers. Promotes the growth and development of less experienced underwriters and fosters teamwork.

What you'll be doing:

  • Reviewing, analyzing, accepting, and declining inland marine risks to ensure profitability for Markel.
  • Communicating with underwriting management on individual accounts, current and proposed producers, and to make recommendations concerning operations, systems and procedures when appropriate.
  • Underwrite and select new business that will produce an underwriting profit.
  • Review submissions and identify exposure and risk from information provided.
  • Underwrite renewal business review terms, conditions and pricing and handle related account servicing.
  • Monitor producers for profitability and production.
  • Monitor results of the overall book of business assigned; and recommend corrective action as necessary.
  • Develop and maintain productive relationships within assigned region and product line management.
  • Participate in audits and/or underwriting meetings as required.
  • Cross-sell opportunities with other Markel divisions through the promotion of Markel's products and services.
  • Opportunity to mentor junior underwriting talent
  • Coordinate with other Markel products on common accounts.
  • Travel within the Midwest region

What we're looking for:

  • Minimum 6+ years of current experience underwriting profitable Admitted inland marine or related business (position title will depend upon experience);
  • Bachelor's degree and industry designations (proven, outstanding experience can be substituted for education);
  • Proven outstanding reputation with retail distribution;
  • Knowledge of pricing accounts using loss rating and actuarial modeling tools/techniques;

#LI-AB

  • Ability to work in a fast-paced environment;
  • Proven excellent customer service skills;
  • Demonstrated technical knowledge and skills reflective of progression of positions of increasing responsibility;
  • Must have excellent oral and written communication skills;
  • Superb MS Office and underwriting system skills;
  • Strong analytical and organizational skills;
  • Must be a team player that enjoys a flexible and spontaneous business environment.

US Work Authorization

US Work Authorization required. Markel does not provide visa sponsorship for this position, now or in the future.

Pay information:

The base salary offered for the successful candidate will be based on compensable factors such as job-relevant education, job-relevant experience, training, licensure, demonstrated competencies, geographic location, and other factors. The national average salary range for the Underwriting Specialist position is $104,480k - $143,660k with a 25% bonus potential and the Executive Underwriter position is $116,080 - $159,610/year with a 30% bonus potential.

Who we are:

Markel Group (NYSE - MKL) a fortune 500 company with over 60 offices in 20+ countries, is a holding company for insurance, reinsurance, specialist advisory and investment operations around the world.

We're all about people | We win together | We strive for better

We enjoy the everyday | We think further

What's in it for you:

In keeping with the values of the Markel Style, we strive to support our employees in living their lives to the fullest at home and at work.

  • We offer competitive benefit programs that help meet our diverse and changing environment as well as support our employees' needs at all stages of life.

  • All full-time employees have the option to select from multiple health, dental and vision insurance plan options and optional life, disability, and AD&D insurance.

  • We also offer a 401(k) with employer match contributions, an Employee Stock Purchase Plan, PTO, corporate holidays and floating holidays, parental leave.

Are you ready to play your part?

Choose 'Apply Now' to fill out our short application, so that we can find out more about you.

Caution: Employment scams

Markel is aware of employment-related scams where scammers will impersonate recruiters by sending fake job offers to those actively seeking employment in order to steal personal information. Frequently, the scammer will reach out to individuals who have posted their resume online. These "job offers" include convincing offer letters and frequently ask for confidential personal information. Therefore, for your safety, please note that:

  • All legitimate job postings with Markel will be posted on Markel Careers. No other URL should be trusted for job postings.

  • All legitimate communications with Markel recruiters will come from Markel.com email addresses.

We would also ask that you please report any job employment scams related to Markel to rarecruiting@markel.com.

Markel is an equal opportunity employer. We do not discriminate or allow discrimination on the basis of any protected characteristic. This includes race; color; sex; religion; creed; national origin or place of birth; ancestry; age; disability; affectional or sexual orientation; gender expression or identity; genetic information, sickle cell trait, or atypical hereditary cellular or blood trait; refusal to submit to genetic tests or make genetic test results available; medical condition; citizenship status; pregnancy, childbirth, or related medical conditions; marital status, civil union status, domestic partnership status, familial status, or family responsibilities; military or veteran status, including unfavorable discharge from military service; personal appearance, height, or weight; matriculation or political affiliation; expunged juvenile records; arrest and court records where prohibited by applicable law; status as a victim of domestic or sexual violence; public assistance status; order of protection status; status as a smoker or nonsmoker; membership or activity in local commissions; the use or nonuse of lawful products off employer premises during non-work hours; declining to attend meetings or participate in communications about religious or political matters; or any other classification protected by applicable law.

Should you require any accommodation through the application process, please send an e-mail to therarecruiting@markel.com.

No agencies please.

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