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 22
Chicago middle market underwriter Illinois

23 middle market underwriter jobs found in Chicago, IL

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
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
Berkley
01/07/2026  
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
AXIS
11/20/2025  
Underwriter, Cyber & Technology - Middle Market
This is your opportunity to join AXIS Capital – a trusted global provider of specialty lines insurance and reinsurance.  We stand apart for our outstanding client service, intelligent risk taking and superior risk adjusted returns for our shareholders. We also proudly maintain an entrepreneurial, disciplined and ethical corporate culture.  As a member of AXIS, you join a team that is among the best in the industry. At AXIS, we believe that we are only as strong as our people. We strive to create an inclusive and welcoming culture where employees of all backgrounds and from all walks of life feel comfortable and empowered to be themselves. This means that we bring our whole selves to work.  All qualified applicants will receive consideration for employment without regard to race, color, religion or creed, sex, pregnancy, sexual orientation, gender identity or expression, national origin or ancestry, citizenship, physical or mental disability, age, marital status, civil...
AXIS 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
CNA
12/17/2025  
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 offices in either Chicago, Philadelphia, Atlanta, or Seattle. Essential Duties and Responsibilities: Underwriting Expertise ·   Reviews applications and financial...
CNA Chicago, IL, USA Full Time
Hiscox
12/11/2025  
VP, Corix Underwriting
Job Type: Permanent Build a brilliant future with Hiscox   Job Title: VP, Corix Underwriting Reporting to: SVP, Corix and Head of Strategic Integration Location: Boston, Chicago, Hartford, LA, New York and Atlanta Job Responsibilities include: Talent Development: Develop a strong and high performing team Participate in the identification and hiring of underwriting talent. Train new Underwriters, and coordinate with others, to establish training to optimize growth and loss ratio performance of the underwriting team Provide continual coaching and feedback to a team of high-performing Vertically focused Underwriters for the Corix business, and focusing their efforts to achieve growth, service and profitability goals Develop and establish Vertical Centers of Excellence (COEs), including regular forums and reporting, and ensure COEs are influential in changes to underwriting rules, coverage changes, underwriting guidelines and pricing...
Hiscox Chicago, IL, USA Full Time
The Hartford
11/23/2025  
Retail Excess Casualty Underwriter
Senior Underwriter - UW08CA Underwriter - UW08CB 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 insights to...
The Hartford Chicago, IL, USA Full Time
Arch
11/21/2025  
AVP, Property - Litigation Claims
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℠. Position Summary Arch Insurance Group Inc., (AIGI), has an opening with the Claims Division on the Property Team as an AVP Property Litigation Specialist.  In this role, the responsibilities include actively managing first-party Commercial Property litigation claims resulting from suits against the company.  Lines of business include Commercial Excess and Surplus, Middle Market Property and Property Programs. Responsibilities Specific duties include but not limited to the below: Manage litigated claims consistent with Arch litigation management guidelines Collaborate with internal legal team on selection of counsel, case evaluation and litigation strategy. Present to Claim...
Arch Chicago, IL, USA Full Time
The Hartford
11/14/2025  
Account Manager- Construction Loss Sensitive
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.              Work Arrangements: This role will have a Hybrid work arrangement, with the expectation of working in an office (Frisco, TX, Houston, TX, King of Prussia, PA, Chicago, IL, Franklin, TN, Overland Park, KS, Greenwood, CO, Brea, CA, Los Angeles, CA, Walnut Creek, CA, San, Fran, CA) 3 days a week (Tuesday through Thursday). Supports Commercial Underwriting in the sales acquisition process. Provides support for new business and renewal policy account coordination, review, essential services, rating, prepare work orders for quoting and issuance of middle market business. Serves as the point of contact for agents in handling inquiries and requests....
The Hartford 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
CNA
11/11/2025  
Underwriting Trainee - Small Business / Middle Market
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: This comprehensive program allows the candidate to foster an excellent foundation which aligns their skillset in either commercial small business or middle market through an exciting, growth-focused part of the organization in the Underwriting Hub. Under close supervision, trainees will learn underwriting practices by participating in formal and on-the-job training over their first 12 months with the organization.  Trainees will have exposure to a diverse variety of accounts in different geographies, sizes, and complexity as they develop alongside others in their Trainee cohort in either Chicago, IL or Littleton, CO (Denver). Upon completion of the program,...
CNA Chicago, IL, USA Full Time
Arch
10/27/2025  
AVP, Middle Market Solutions
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℠. AVP, Middle Market Solutions/Executive Underwriter Job Description Specific responsibilities could include: Participate in the development and execution of regional Underwriting strategy for LoB(s) and work closely with Market Management, Claims and other product lines to achieve key marketing strategies, including cross- selling Ensure a profitable book of Property and Casualty insurance by writing new accounts with varying premiums and complexity, growing successful agent and broker relationships Underwrite new and renewal accounts to meet top and bottom-line targets Negotiate price and terms and conditions with producers Ensure accurate policy documentation issued to...
Arch 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
Arch
10/13/2025  
Underwriter, Executive Assurance
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℠. Position Summary: The Underwriter / Senior Underwriter, Growth & Middle Market is responsible for the submission generation, underwriting and policy issuance of Directors and Officers Liability, Employment Practices Liability, Fiduciary Liability, Fidelity insurance, Kidnap & Ransom and Cyber Liability for entities that meet the GMM account definition within the Central Region. The Growth & Middle Market department works with privately held companies with annual revenues of less than $1 Billion and publicly traded companies with annual revenues of less than $500 Million. This will be a hybrid (2 days onsite) position in Chicago, IL. Position offered will be dependent...
Arch 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
Great American Insurance Group
02/12/2025  
Senior Production Underwriter - Excess Casualty
Be Here. Be Great. Working for a leader in the insurance industry means opportunity for you. Great American Insurance Group's member companies are subsidiaries of American Financial Group. We combine a "small company" culture where your ideas will be heard with "big company" expertise to help you succeed. With over 30 specialty and property and casualty operations, there are always opportunities here to learn and grow. At Great American, we value diversity and recognize the benefits gained when people from different cultures, backgrounds and experiences work collaboratively to achieve business results. We are intentionally focused on fostering an inclusive culture and know valuing diversity is an essential leadership quality. Our goal is to create a workplace where all employees feel included, empowered and enabled to perform at their best. Great American's Excess Liability Division specializes in offering large limits of liability to protect its clients' corporate...
Great American Insurance Group 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