InsurancePond.com
  • Home
  • Post a Job
  • Resume Search
  • Job Seeker Products
  • Search Employers
  • Popular Job Searches
    • Remote
    • Hybrid
    • Internship
    • Trainee
    • Leadership Development
    • Underwriting
    • Workers' Compensation
    • I.T.
    • Risk Management
  • Blog
  • Sign in
  • Sign up
  • Home
  • Post a Job
  • Resume Search
  • Job Seeker Products
  • Search Employers
  • Popular Job Searches
    • Remote
    • Hybrid
    • Internship
    • Trainee
    • Leadership Development
    • Underwriting
    • Workers' Compensation
    • I.T.
    • Risk Management
  • Blog

Email me jobs like this

Email me jobs like this
Refine Search
Refine by Job Type
Full Time 17
Refine by City
Chicago 18
middle market underwriter Illinois

18 middle market underwriter jobs found

Crum & Forster
03/28/2025  
Senior Underwriter - Middle Market Solutions
Crum & Forster Company Overview Crum & Forster (C&F) , with a proud history dating to 1822, provides specialty and standard commercial lines insurance products through our admitted and surplus lines insurance companies. C&F enjoys a financial strength rating of "A" (Excellent) by AM Best and is proud of our superior customer service platform. Our claims and risk engineering services are recognized as among the best in the industry. Our most valuable asset is our people: more than 2000 employees in locations throughout the United States. The company is increasingly winning recognition as a great place to work, earning several workplace and wellness awards, including the 2024 Great Place to Work® Award  for our employee-first focus and our steadfast commitment to diversity, equity and Inclusion. C&F is part of Fairfax Financial Holdings, a global, billion dollar organization.  For more information about Crum & Forster, please visit...
Crum & Forster Chicago, IL, USA Full Time
Liberty Mutual
02/24/2026  
Executive Underwriter, Middle Market Multi-Industry
Description The Senior Underwriter for Middle Market Multi-Industry underwrites policies within underwriting authority, with limited guidance from leadership as needed. Makes decisions on whether to underwrite business by making analytical, data-driven decisions based on data and information provided, including pricing the risk.   Responsibilities   Manages portfolio of brokers/agents and clients. Leverages market presence and knowledge to develop and underwrite profitable business, acting as a representative for Liberty. Maintains a strong market presence, including established relationships with agents and brokers. Looks to strengthen these relationships and develop new ones. Contributes ideas for product development and participates in development and execution. Contributes to team projects (e.g., process / tool improvement). Understands the work implications of relevant legislation and regulation. Collaborates effectively across teams, stakeholders,...
Liberty Mutual Chicago, IL, USA Full Time
Berkley
02/22/2026  
Sr. Production Underwriter - Middle Market (Remote)
Company Details   Berkley Human Services, a Berkley Company, is devoted to meeting the needs of Human Services Organizations. Our insurance policies are written through our Berkley affiliates, each of which is rated A+ (Superior) by A.M. Best Company with a Financial Category of XV.   We offer property and casualty coverage designed for the unique operational aspects of social service organizations. Our Human Services Program dates back to 1989 and has continuously evolved to meet the unique needs of the market we serve. We insure both nonprofit and for-profit social service organizations, such as child daycare, sheltered workshops, group homes, senior citizen centers, senior independent living, schools, counseling services, YMCAs, YWCAs, and Boys & Girls Clubs. Responsibilities To develop, grow and maintain a profitable book of Human Services business within an assigned territory through marketing and underwriting...
Berkley Chicago, IL, USA
Sompo International
01/07/2026  
AVP - Underwriter Team Lead, Middle Market
As a leading provider of insurance and reinsurance with worldwide operations and employees in Bermuda, U.S., U.K., Continental Europe and Asia, we recognize that our success is derived directly from those who matter the most: our people . At Sompo International, our values of integrity, collaboration, agility, execution and excellence underpin our culture and our commitment to providing an employee experience that attracts and engages the best talent in the industry. As we continue to grow, we strive to find diverse, innovative and driven professionals to join our teams and offer a broad range of career and development opportunities at all levels, in multiple business areas, in each of our locations throughout the world.  Our compensation and benefits programs are market driven and competitive, with excellent family friendly policies and flexible working provisions. Job Description Are you looking for your next opportunity?   Sompo has a unique opportunity for...
Sompo International Chicago, IL, USA Full Time
CNA
02/21/2026  
Underwriting Specialist, Multinational P&C Central to West Coast
You have a clear vision of where your career can go. And we have the leadership to help you get there.  At CNA, we strive to create a culture in which people know they matter and are part of something important, ensuring the abilities of all employees are used to their fullest potential.  JOB DESCRIPTION: The CNA International platform brings together all the assets of CNA – global network, broad product array, underwriting expertise, superior service and technology – and weaves these strengths into innovative solutions to meet middle market customer needs around the world. That’s why a growing number of businesses with international exposures are turning to CNA to help them manage their increasingly complex global property, casualty and professional risks. This hybrid role will work from our office in Chicago, IL. Essential Duties and Responsibilities: Underwriting Expertise ·   Reviews applications and financial requirements to determine acceptability of...
CNA Chicago, IL, USA Full Time
CNA
01/31/2026  
Underwriting Consultant(Middle Market Private Equity)
You have a clear vision of where your career can go. And we have the leadership to help you get there.  At CNA, we strive to create a culture in which people know they matter and are part of something important, ensuring the abilities of all employees are used to their fullest potential.  Individual contributor responsible for the overall management, business development, analysis and monitoring of a highly complex book of business. Recognized as a technical expert in an underwriting specialty. Under general management direction, works within broad limits of authority on assignments requiring a high degree of technical complexity and coordination. May have regional, industry segment or company-wide scope. JOB DESCRIPTION: Essential Duties & Responsibilities Performs a combination of duties in accordance with departmental guidelines: Works on highly complex underwriting risks employing diagnostic and systematic analysis to assess acceptability. Develops...
CNA Chicago, IL, USA Full Time
Liberty Mutual
01/15/2026  
Central Division Vice President - Middle Market Underwriting
Description As the Central Division Vice President, you will Manage a team of Underwriting Managers, and potentially some Underwriters. Hold a full suite of management responsibilities for the team: attraction, development, pay and performance management, and communication of underwriting strategy. Manage a significant budget, and monitors how well managers within the team are delivering leadership responsibilities. Contribute to planning and strategy development for the business area owned by manager.   Responsibilities: Drives a culture of underwriting excellence across entire portfolio. Holds a significant level of underwriting authority and acts as a point of escalation - and possibly referral - on particularly tricky or novel decisions. Dedicates significant time to maintaining a significant external profile (e.g., undertaking speaking engagements on behalf of Liberty), and becoming a "known commodity" in the market. Maintains excellent...
Liberty Mutual Chicago, IL, USA Full Time
Huntington
12/19/2025  
Commercial P&C Insurance Sales Executive Senior - Chicago, IL
Description Summary: The Insurance Sales Executive Senior – Commercial P&C is a high-impact, commission-based sales role offering significant income potential. This position requires strong consultative selling skills, effective communication, and a deep understanding of the insurance industry. We provide a comprehensive three-year income transition plan to support your success from day one. The ideal candidate will be skilled in pursuing and closing sales in the Commercial Property and Casualty space, particularly with clients in the $50M–$500M+ revenue range. Expertise across all lines of commercial P&C insurance—including loss sensitive and group captive insurance programs—is essential. A strong focus on business development and strategic growth is critical to success in this role. Key Responsibilities: Drive business development by identifying and cultivating new client opportunities through internal...
Huntington Chicago, IL, USA Full Time
The Hartford
11/14/2025  
Excess Casualty Wholesale Account Manager
Account Manager - OA09HN We’re determined to make a difference and are proud to be an insurance company that goes well beyond coverages and policies. Working here means having every opportunity to achieve your goals – and to help others accomplish theirs, too. Join our team as we help shape the future.              This role will have a Hybrid work schedule, with the expectation of working in an office (Chicago, IL, Scottsdale, AZ, Frisco, TX, Greenwood Village, CO, Morristown, NJ, New York, NY) 3 days a week (Tuesday through Thursday). The Account Manager, as part of Global Specialty Operations, will serve as a critical partner to the Primary Casualty and Excess Casualty Wholesale underwriting teams. The individual focuses on service experience & book of business management, while also acting as a key contact for brokers and underwriters. This is an individual contributor role without supervisory responsibilities, also mentors and train less experienced...
The Hartford Chicago, IL, USA Full Time
Crum & Forster
10/23/2025  
VP, Middle Market Solutions Underwriting MidWest
Crum & Forster Company Overview Crum & Forster (C&F) , with a proud history dating to 1822, provides specialty and standard commercial lines insurance products through our admitted and surplus lines insurance companies. C&F enjoys a financial strength rating of "A+"(Superior) by AM Best and is proud of our superior customer service platform. Our claims and risk engineering services are recognized as among the best in the industry. Our most valuable asset is our people: more than 2000 employees in locations throughout the United States. The company is increasingly winning recognition as a great place to work, earning several workplace and wellness awards, including the 2024 Great Place to Work® Award  for our employee-first focus and our steadfast commitment to diversity, equity and Inclusion. C&F is part of Fairfax Financial Holdings, a global, billion dollar organization.  For more information about Crum & Forster, please visit...
Crum & Forster Chicago, IL, USA Full Time
The Hartford
10/19/2025  
Retail Excess Casualty Underwriter
Executive Underwriter - UW07CD Senior Underwriter - UW08CA We’re determined to make a difference and are proud to be an insurance company that goes well beyond coverages and policies. Working here means having every opportunity to achieve your goals – and to help others accomplish theirs, too. Join our team as we help shape the future.           We’re in the business of helping people achieve amazing things by protecting the things that matter most. And you can help us when you join our team of underwriters. They’re at the center of everything we do – and by joining us, you’ll be on a team known throughout the industry for providing our customers with just the right amount of coverage they need to pursue their unique interests. Your underwriting career here means collaboration, inclusivity, innovative thinking and so much more. Here, doing things the way they’ve always been done isn’t a part of the job. Here, you’ll be putting your creative...
The Hartford Chicago, IL, USA Full Time
CNA
08/24/2025  
AVP, Underwriting (Technology Industry Segment P&C)
You have a clear vision of where your career can go. And we have the leadership to help you get there.  At CNA, we strive to create a culture in which people know they matter and are part of something important, ensuring the abilities of all employees are used to their fullest potential.  For over three decades, CNA has been a trusted provider of insurance solutions for technology companies of all sizes—from emerging startups to global enterprises—across software, IT services, hardware, media, and telecommunications. Our Global Technology Practice delivers specialized coverage including Technology Errors & Omissions (Tech E&O), Cyber Liability, comprehensive international solutions, to complement our traditional Property & Casualty lines. With deep industry expertise, flexible capabilities, and a collaborative approach, we design innovative insurance programs tailored to the unique needs of each client. CNA remains the carrier of choice for our valued agent and...
CNA Chicago, IL, USA Full Time
Ryan Specialty
05/17/2025  
Assistant Vice President, Middle Market Business (MMB) Underwriting
Position Summary We are seeking a dynamic and experienced Assistant Vice President (AVP) of Middle Market Business (MMB) to lead a high-performing property underwriting team and manage a significant book of Property Commercial Lines business. This is a dual-role opportunity where you will serve as both a top-tier Underwriter and a strategic people leader. If you want to be part of a forward-thinking organization that values innovation and leadership and to make a tangible impact on business performance, we encourage you to apply today! What will your job entail? Key Responsibilities Underwriting Leadership : Manage a $40-60M book of new and renewal business, ensuring risk acceptability, pricing accuracy, and adherence to underwriting guidelines. Agency Relationships : Cultivate and maintain strong relationships with agency partners across assigned territories. Team Development : Lead, coach, and mentor a team of Underwriters and Underwriting Assistants,...
Ryan Specialty Chicago, IL, USA Full Time
AIG
04/16/2025  
Senior Regional Production Specialist, Lexington Healthcare
At AIG, we are reimagining the way we help customers to manage risk. Join us as a Senior Regional Production Specialist, Lexington Healthcare to play your part in that transformation. It’s an opportunity to grow your skills and experience as a valued member of the team. Lexington Insurance AIG’s Lexington Insurance Company is the leading US-based surplus lines insurer. For over 50 years, it has provided flexible solutions to companies and organizations of all sizes – from Fortune 100 corporations to small and middle market entities. Lexington is renowned for its ability to help brokers find solutions to the most challenging insurance needs of their clients. Drawing on their entrepreneurial spirit, colleagues are encouraged each day to rise to challenges and embrace opportunities to make a difference. How you will create an impact Produce, underwrite, manage and service a profitable book of miscellaneous medical facilities and allied healthcare business. Utilize...
AIG Chicago, IL, USA Full Time
Arch
02/14/2026  
Director, Multi Line Risk Engineer
With a company culture rooted in collaboration, expertise and innovation, we aim to promote progress and inspire our clients, employees, investors and communities to achieve their greatest potential. Our work is the catalyst that helps others achieve their goals. In short, We Enable Possibility℠. Job Summary The Director, Multi Line Risk Engineer is responsible for conducting Middle Market field surveys and providing service support. This role involves both on-site physical surveys and virtual/phone surveys, with a focus on detailed assessment of operations, exposures, and control adequacy. The position aims to protect the future of the company and ensure profitability through timely delivery of industry-leading safety and risk management solutions. Responsibilities Conduct on-site and virtual/phone surveys of prospects and clients evaluating complex exposures and controls for auto, general liability products liability, property and workers compensation. Summarize...
Arch Chicago, IL, USA Full Time
AIG
01/25/2026  
Regional Production Specialist, Excess & Surplus Lines
At AIG, we are reimagining the way we help customers to manage risk. Join us as a Regional Production Specialist, Lexington Casualty to play your part in that transformation. It’s an opportunity to grow your skills and experience as a valued member of the team. Make your mark in Lexington Casualty Underwriting Lexington Insurance   AIG’s Lexington Insurance Company is the leading US-based surplus lines insurer. For over 50 years, it has provided flexible solutions to companies and organizations of all sizes – from Fortune 100 corporations to small and middle market entities. Lexington is renowned for its ability to help brokers find solutions to the most challenging insurance needs of their clients. Drawing on their entrepreneurial spirit, colleagues are encouraged each day to rise to challenges and embrace opportunities to make a difference. How you will create an impact Independently select, monitor, and price new and renewal business according to Company...
AIG Chicago, IL, USA Full Time
Arch
01/15/2026  
Senior Actuarial Analyst, Reserving & Loss Analytics (P&C) – Middle Market
With a company culture rooted in collaboration, expertise and innovation, we aim to promote progress and inspire our clients, employees, investors and communities to achieve their greatest potential. Our work is the catalyst that helps others achieve their goals. In short, We Enable Possibility℠. Job Summary Arch Insurance Group, part of Arch Capital Ltd, is a specialty insurer built around talent intensive businesses. We prioritize niche focus, underwriting expertise, flexibility, diversification and disciplined cycle management. We work creatively to provide new value and solutions to our clients and distribution partners. Arch highly values actuaries and actuarial expertise. Many senior executives and business unit leaders are actuaries by training. Arch Insurance Company is seeking a motivated actuarial candidate to join a dynamic reserving and loss analytics team. This position will be a part of the team that oversees the Middle Market Business Divisions....
Arch Chicago, IL, USA Full Time
UFG Insurance
07/25/2025  
AVP - Commercial Lines Branch Leader
The AVP - Commercial Lines Branch Leader is a strategic and dynamic leader responsible for ownership of underwriting execution and distribution management within the branch to drive profitable growth and achievement of profit and premium plans within the territory.  This role is responsible for leading a team of multi-line, multi-industry production underwriters to successfully attract and underwrite middle market business, deploy effective portfolio and account management, and foster agency partnerships. This role works to drive profitable growth, including new business, renewal retention, rate achievement, and exposure basis. This role is highly engaged with agency distribution partners and leads the local middle market branch underwriting team in their territory. Responsibilities: Execution of Corporate Strategy Execution of business plans for achieving established operational plan targets for written premium, loss ratio, renewal retention, pricing, and expense...
UFG Insurance Chicago, IL, USA Full Time

 

  • Home
  • Contact
  • About Us
  • Terms & Conditions
  • OUR PROMISE TO GIVE BACK!
  • Employer
  • Post a Job
  • Search Resumes
  • Sign in
  • Advertise with Us!
  • Job Seeker
  • Find Jobs
  • Create Candidate Profile
  • Sign in
© 2026 Powered by InsurancePond.com                        Privacy Policy