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Weekend Management Liability Underwriter Jobs in Chicago, IL

Underwriter II

Chicago, IL · On-site

$100 - $125/hr

Bachelor's degree and 4-8 years of management liability underwriting experience. * Must have knowledge of management liability insurance policy forms, applicability and issues. * Must be able to ...

Underwriter II

Chicago, IL · On-site

$115K - $125K/yr

Bachelor's degree and 4-8 years of management liability underwriting experience. * Must have knowledge of management liability insurance policy forms, applicability and issues. * Must be able to ...

Underwriter II

Chicago, IL · On-site

$115K - $125K/yr

Bachelor's degree and 4-8 years of management liability underwriting experience. * Must have knowledge of management liability insurance policy forms, applicability and issues. * Must be able to ...

Underwriter II

Chicago, IL · On-site

$115K - $125K/yr

Bachelor's degree and 4-8 years of management liability underwriting experience. * Must have knowledge of management liability insurance policy forms, applicability and issues. * Must be able to ...

Management Liability Specialist

Chicago, IL · On-site +1

$60K - $100K/yr

Minimum three years' experience working with Management Liability products, whether in an underwriting or agency account manager role. * Active P&C Insurance License preferred * High level of ...

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Showing results 1-20

Weekend Management Liability Underwriter information

See Chicago, IL salary details

$33.5K

$81.3K

$143.7K

How much do weekend management liability underwriter jobs pay per year?

As of Sep 7, 2026, the average yearly pay for weekend management liability underwriter 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 is a weekend management liability underwriter?

Weekend Management Liability Underwriters are insurance professionals who assess, evaluate, and approve or decline applications for management liability insurance—such as directors and officers (D&O), employment practices liability (EPL), and fiduciary liability—primarily during weekend shifts. Their role involves analyzing risk factors, reviewing policy applications, and determining appropriate terms and premiums to protect organizations and their leaders from various legal claims. These underwriters often work remotely or on flexible schedules to provide timely coverage decisions outside of standard business hours, ensuring uninterrupted service for clients and brokers.

What are some common challenges faced by weekend management liability underwriters, and how can they be addressed?

Weekend Management Liability Underwriters often encounter challenges such as tight turnaround times for submissions, limited access to key decision-makers, and balancing a fluctuating workload. To address these, strong organizational skills and effective communication with brokers and colleagues are essential. Leveraging technology to track submissions and collaborating closely with other underwriters—even remotely—can help maintain efficiency and ensure accurate risk assessments during weekend shifts.

What are the key skills and qualifications needed to thrive as a weekend management liability underwriter, and why are they important?

To thrive as a Weekend Management Liability Underwriter, you need a solid understanding of insurance principles, risk assessment, and financial analysis, typically supported by a bachelor's degree in finance, business, or a related field. Familiarity with underwriting software, rating tools, and industry certifications such as CPCU or RPLU is often required. Strong analytical thinking, attention to detail, and effective communication skills help you evaluate complex risks and negotiate with brokers or clients. These skills ensure accurate risk selection, profitable portfolio management, and strong client relationships in a specialized insurance market.

What is the difference between Weekend Management Liability Underwriter vs Management Liability Underwriter?

AspectWeekend Management Liability UnderwriterManagement Liability Underwriter
CertificationsTypically requires insurance underwriting certifications and industry-specific credentialsSame certifications are often required
Work EnvironmentPrimarily works during weekends or off-hours, often in an office settingWorks during regular business hours in an office environment
Industry UsageUsed in insurance companies handling weekend or after-hours policiesCommon in insurance firms managing daily management liability policies
Search & ComparisonOften compared for weekend coverage rolesMore general, but related in management liability insurance

The main difference is that Weekend Management Liability Underwriters focus on underwriting policies during weekends or off-hours, requiring similar credentials as Management Liability Underwriters but working in a different schedule. Management Liability Underwriters handle daily management liability policies during regular hours. Both roles require industry certifications and are integral to insurance firms, but their work hours and scheduling distinguish them.

What are the most commonly searched types of Management Liability Underwriter jobs in Chicago, IL?

The most popular types of Management Liability Underwriter jobs in Chicago, IL are:

Senior Underwriter, Management Liability

Iatinsurancegroup

Rolling Meadows, IL • On-site, Remote

$63K - $137K/yr

Full-time

Medical, Retirement, PTO

Posted 9 days ago


Key responsibilities

  • Review and analyze underwriting files to accept new business or continue renewals within the established authority level.

  • Review and analyze all documents associated with the underwriting file to establish accuracy and minimize exposure risk.

  • Read, evaluate, and interpret contracts and policies to determine exposures and provide guidance and clarification to team members.


Job description

We are excited to announce that the Management Liability team within IAT Insurance Group has an immediate opening for a Senior Underwriter. This position will partner with wholesalers, to grow a profitable private, not-for-profit management liability book.
The ideal candidate will have at least five years of private, not-for-profit management liability underwriting experience. We will consider candidates with less experience and significantly more experience. What job title is awarded will based on the knowledge and ability demonstrated during throughout the selection process.
This position can work from IAT's Naperville, IL or Rolling Meadows, IL office location. Other IAT locations, including remote, can be considered for the right candidate.The hybrid schedule requires working from the office Monday through Wednesday, with the option of working remotely on Thursday and Friday. Up to 25% travel is required.
Responsibilities:

  • Review and analyze underwriting files, using judgment and experience as primary criteria, to accept new business or continue renewals within the established authority level.
  • Review and analyze all documents within or associated with the underwriting file to establish accuracy in identification and minimizing the risk of exposure, utilizing change requests, claim information, loss control, and outside databases to identify changes in exposure to risk.
  • Read, evaluate, and interpret contracts and policies to determine exposures providing guidance and clarification to others consistent with experience.
  • Provide clarification and verification of coverage to the team members consistent with experience.
  • Cultivating relationships; while also achieving organizational goals; applying diverse skills and perspectives to achieve common goals; driving engagement and creating a climate where staff are motivated to do their best.
  • Demonstrates the ability to effectively work with diverse backgrounds, beliefs, demographics, experiences, etc., instilling inclusion in the workplace.
    Values people of all different backgrounds, cultures, and demographics contribute to an environment that makes all people feel included as well as experience a sense of belonging and fair treatment. Accepting and respectful of all differences (i.e., cultural, religious, gender, racial, nationality, knowledge, experiences, perspectives, etc.)
  • Market to assigned distributors to achieve acceptable new business flow.
  • Perform other tasks as needed.


Qualifications:
Must Have:

  • Bachelor's degree in Risk Management, Finance, Business, or similar degree and at least five years of Management Lability insurance experience.
  • Able to demonstrate advanced underwriting experience and knowledge of the Management Liability Industry.
  • Must possess strong analytical skills and have advanced knowledge and understanding of financial statements.
  • Must be able to travel up to 25%
  • Must possess the ability to appropriately apply loss development and advanced loss analysis concepts to achieve optimal pricing of a risk.
  • Must possess the ability to creatively utilize coverage features, deductibles, or terms and conditions on individual risks to achieve company objectives.
  • Requires strong math aptitude, excellent verbal and written communication, interpersonal and negotiating skills.
  • Must possess knowledge of various computer programs, internet-based programs, and PC literate in the use of spreadsheets.
  • To qualify, applicants must be authorized to work in the United States and must not require VISA sponsorship, now or in the future, for employment purposes.

Preferred to Have:

  • CPCU, ARM, or AU industry designations preferred.


All qualified applicants will receive consideration for employment without regard to race, color, religion, sex, sexual orientation, gender identity, national origin, disability, or status as a protected veteran. We maintain a drug-free workplace and participate in E-Verify.

Compensation:

Please note, that the annual gross salary range associated with this posting is $63,270 to $137,880. This range represents the anticipated low and high end of the base salary for this position. Actual salaries will vary based on factors such as a candidate's qualifications, skills, competencies, and geographical location related to this specific role. The total compensation will include a base salary, performance-based bonus opportunities, 401(K) match, profit-sharing opportunities, and more.

To view details of our full benefits, please visit https://www.iatinsurancegroup.com/careers/benefits

 

IAT Insurance Group is the largest private, family-owned property and casualty insurer in the U.S. Insurance Answers Together is how we define IAT, in letter and in spirit. We work together to provide solutions for people and businesses. We collaborate internally and with our partners to provide the best possible insurance and surety options for our customers.

At IAT, we're committed to driving and building an open and supportive culture for all. Our employees propel IAT forward - driving innovation, stable partnerships and growth. That's why we continue to build an engaging workplace culture to attract and retain the best talent.

We offer comprehensive benefits like:

  • 26 PTO Days (Entry Level) + 12 Company Holidays = 38 Paid Days Off
  • 7% 401(k) Company Match and additional Profit Sharing
  • Hybrid work environment
  • Numerous training and development opportunities to assist you in furthering your career
  • Healthcare and Wellness Programs
  • Opportunity to earn performance-based bonuses
  • College Loan Assistance Support Plan
  • Educational Assistance Program
  • Mentorship Program
  • Dress for Your Day Policy

All qualified applicants will receive consideration for employment without regard to race, color, religion, sex, sexual orientation, gender identity, national origin, disability, or status as a protected veteran. We maintain a drug-free workplace and participate in E-Verify.