10 middle market underwriter jobs found in Chicago

UFG is looking for a  Sr. Production Underwriter  to join our Great Lakes Region in a multi-line, multi-industry opportunity.  In this role you will be responsible for attracting and underwriting middle market business, deploying effective account management while fostering strong working relationships with agency partners. This role executes underwriting strategy to achieve profit and premium plans. The Sr. Production Underwriter will handle a renewal book in their territory as assigned. This role assists with the resolution of escalated issues, and mentors and coaches team members. While this is a remote work opportunity, the ideal candidate should reside in the Chicago metropolitan area. Responsibilities:   Profitably underwrite complex new and renewal business through risk selection, pricing, contractual integrity, and account management, in accordance with delegated authority, and ensuring regulatory compliance. Demonstrate critical thinking in assessing the...

The Senior Middle Market Broker provides knowledge, leadership, insight, and direction for broking activities to ensure that clients’ expectations are regularly met. This role incorporates a wide level of expertise but always assumes the broker is capable of handling accounts independently. The size and complexity of the account can vary. More experienced brokers may be responsible for training and supervising associate brokers. Responsible for ensuring that relevant regulatory and technical standards are met. Helps drive the broking team to achieve agreed operational and financial goals and objectives.   Note: Visa employment-based non-immigrant visa sponsorship and/or assistance is not offered for this specific job opportunity. The Role Orchestrate new business placement, renewals, and alterations of existing coverage Develop, review, and deliver presentations to secure new and build on existing relationships Review and evaluate information and analytics to assess and...

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...

Job Type: Permanent Build a brilliant future with Hiscox   VP, Practice Leader – Cyber & Tech E&O Reports to: SVP, Head of Professional Lines Underwriting Location: NYC, Atlanta, Chicago, Hartford, Boston Band: III Travel: Up to 25%   Team: Works closely with cross-functional stakeholders including all distribution channels, marketing, distribution development, claims, actuarial, underwriting operations, as well as the CUO org. Role Overview: The VP, Product & Underwriting Practice Leader is a strategically critical leader responsible for driving profitable growth and technical excellence across all Hiscox USA channel business. This role combines product management and underwriting leadership, overseeing the full product lifecycle, risk selection, and innovation for both digital and intermediated channels. The successful candidate will own and deliver the P&L for their product(s) by setting vision and strategy, driving strong...

Job Type: Permanent Build a brilliant future with Hiscox   VP, Practice Leader – Management Liability Reports to: SVP, Head of Professional Lines Underwriting Location: NYC, Atlanta, Chicago, Hartford, Boston Band: III Travel: Up to 25%   Team: Works closely with cross-functional stakeholders including all distribution channels, marketing, distribution development, claims, actuarial, underwriting operations, as well as the CUO org. Role Overview: The VP, Practice Leader – Management Liability is a strategically critical leader responsible for driving profitable growth and technical excellence across all Hiscox USA channel business. This role combines product management and underwriting leadership, overseeing the full product lifecycle, risk selection, and innovation for both digital and intermediated channels. The successful candidate will own and deliver the P&L for their product(s) by setting vision and strategy, driving strong change...

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.  CNA is looking for a strategic and experienced underwriting leader to lead and grow our Core Middle Market business in the Midwest region. As the Regional Underwriting Manager, you will develop underwriting talent, drive underwriting excellence, strengthening portfolio performance across multiple products, and deliver sustainable, profitable growth across the region. This highly visible leadership role offers the opportunity to shape business strategy, build trusted partnerships, and make a meaningful impact within an organization that values leadership, accountability, and long-term success. JOB DESCRIPTION: Essential Duties & Responsibilities Performs a combination of duties...

Description Ironshore’s Cyber Retail team is seeking an experienced underwriter to support a growing retail portfolio focused on Primary Cyber, Tech E&O, and related cyber liability products. This role underwrites SME, middle‑market, and select large‑complex risks placed through retail brokers in the Midwest.  The ideal candidate has strong retail broker relationships, takes initiative to source and develop new submissions, and can independently underwrite accounts across a range of sizes and complexities while maintaining consistent underwriting discipline and portfolio-focused decision-making.   Depending on experience, we are considered candidates for our Senior or Executive-level Underwriting positions.   Responsibilities:   Manages portfolio of brokers/agents & clients. Leverages market presence and expertise to develop and underwrite profitable business, acting as a representative for Liberty. Has relationships with...

Join us as a Senior Regional Production Specialist to grow your career at the forefront of Lexington Healthcare insurance. Make your mark in Lexington Healthcare 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 The Senior Regional Production Specialist manages all Healthcare underwriting within an assigned Branch Office and handles referral decisions for the most complex portfolios. This role takes on a strategic component in the development, implementation and evaluation of...

Company Details     From middle market to Fortune 500 companies, Berkley Custom’s team is committed to providing excellent service and a consistent approach to meet the needs of their brokers and their customers, bringing specific expertise in excess casualty as well as a variety of targeted primary and excess programs.   They seek to outperform competitors with focus and deep understanding of their client’s priorities and by developing creative risk solutions to meet their long-term needs. Their key differentiators include the following: EXCLUSIVE PARTNERSHIPS – Berkley Custom works exclusively the wholesale brokerage community as well as their program partners, and continually builds upon long established relationships with a passion for superior service for their appointed producers. INDUSTRY PROFESSIONALS  – Berkley Custom attracts and retains professionals with significant experience in their field, many with over 25 years in the...

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 coverages 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   Company URL: https://www.berkleyhumanservices.com/                     For highly qualified candidates who are not located within a 50-mile radius of the Minneapolis or Chicago...