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Chicago underwriting director

100 underwriting director jobs found in Chicago

Crum & Forster
06/01/2026  
Regional Underwriting Director - Contract Surety
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...
Crum & Forster Chicago, IL Full Time
The Hartford
06/14/2026  
Senior Executive Underwriter, Financial Institutions
Senior Executive Underwriter - UW07EC Executive Underwriter - UW07ED 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 Full Time
CNA
06/14/2026  
Small Business Territory Manager
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.  Key Outcomes • Increased submission flow, new business conversion, and written premium growth into Small Business through disciplined local engagement and execution • Improved agent, producer, and CSR clarity on appetite, workflows, and “how to do business” with CNA • Strong connectivity between agencies and underwriting, resulting in fewer stalled deals, faster issue resolution, and improved partner experience • Execution of effective territory and agency management plans that support sustainable growth and placement behavior JOB DESCRIPTION: Primary Responsibilities (% of time) Day-to-Day Sales Execution 35% Drive individual submission deal flow into Small Business; manage...
CNA Chicago, IL Full Time
CNA
06/12/2026  
Principal AI Engineer
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 providing the highest level of leadership in AI-native engineering, agentic system design, and applied AI solution development across CNA's Underwriting and Operations portfolio. This position has a deep understanding of AI engineering platforms, large language model (LLM) tooling, and enterprise software delivery from an end-to-end perspective. The focus of this position is designing and scaling AI-enabled solutions that integrate into underwriting workflows, drive measurable business impact, and establish durable AI engineering practices across the organization. JOB DESCRIPTION: Essential Duties & Responsibilities   Performs a combination of...
CNA Chicago, IL Full Time
CNA
06/11/2026  
Senior Data AI Engineer
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.  Senior Data/AI Engineer is an individual contributor role responsible for designing, building, and modernizing production-grade data pipelines and data solutions across hybrid cloud and on-premise environments. The role applies expertise in AI-assisted development tools, strong engineering judgment, and modern data engineering practices to integrate structured, semi-structured, and unstructured data across complex enterprise ecosystems, leveraging both legacy platforms and cloud-native technologies to deliver scalable, secure, resilient, and high-quality solutions that improve speed to delivery, operational reliability, and business value. JOB DESCRIPTION: Essential Duties &...
CNA Chicago, IL Full Time
Travelers
06/04/2026  
Senior Underwriter / Account Executive Officer - Northfield (Excess and Surplus) Brokerage Construction
Who Are We? Taking care of our customers, our communities and each other. That’s the Travelers Promise. By honoring this commitment, we have maintained our reputation as one of the best property casualty insurers in the industry for over 170 years. Join us to discover a culture that is rooted in innovation and thrives on collaboration. Imagine loving what you do and where you do it. Job Category Underwriting Compensation Overview The annual base salary range provided for this position is a nationwide market range and represents a broad range of salaries for this role across the country. The actual salary for this position will be determined by a number of factors, including the scope, complexity and location of the role; the skills, education, training, credentials and experience of the candidate; and other conditions of employment. As part of our comprehensive compensation and benefits program,...
Travelers Chicago, IL Full Time
Berkley
06/01/2026  
Territory Sales Director - Management Liability & Professional Liability
Company Details   Berkley Select delivers professional liability insurance solutions to individuals, businesses, professional services firms, and nonprofit organizations.   As a Berkley company, Berkley Select is staffed with a team of experts with a specific focus on Professional Liability. Berkley Select utilizes individual risk underwriting, loss control, and claims practices to provide superior products and services to its customers.   Berkley Select is a Berkley Company. W. R. Berkley, founded in 1967, is one of the nation’s premier commercial lines property casualty insurance providers. W. R. Berkley Corporation (NYSE: WRB).   Company URL:  https://www.berkleyselect.com   The company is an equal employment opportunity employer.     Responsibilities As a Territory Sales Director, you will be the face of Berkley Select in your region, driving profitable growth, deepening strategic relationships with...
Berkley Chicago, IL
Nationwide
06/01/2026  
Director, Business Development - Surety (Large Commercial)
If you’re passionate about helping people protect what matters most to them at a Fortune 100 company with nearly $70 billion in annual sales, as well as innovating and simplifying processes and operations to provide the best customer value, then Nationwide’s Property and Casualty team could be the place for you! At Nationwide®, “on your side” goes beyond just words. Our customers and partners are at the center of everything we do and we’re looking for associates who are passionate about delivering extraordinary care. Preferred position locatoin is Chicago, IL, but also willing to consider Minnesota. #LI-CL1 Job Description Summary Do you thrive in an environment where you can put your critical thinking and communication skills to work every day? Do you appreciate being able to contribute individually as well as collaboratively? Our Surety Underwriting team values initiative, the ambition to grow and learn, a broad skill set that includes everything from marketing to...
Nationwide Chicago, IL Full Time
CNA
06/01/2026  
Senior Claims Counsel, Financial Lines
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.  This is a Senior Claim Counsel position on the Financial Lines Claims team. The individual in this position will primarily focus on severity claims, with emphasis on Employment Practices, Private D&O, Professional Liability for technology firms. Ideally, the candidate will have a minimum of twelve years of relevant experience. The individual in this position will have responsibility for handling a pending of approximately 75 of the unit’s highest severity matters at any given time. The position requires the ability to independently evaluate coverage, liability and damages; proactively formulate and execute claim resolution strategies; and, without the assistance of counsel, attend...
CNA Chicago, IL Full Time
Hiscox
05/29/2026  
AVP, Team Manager
Job Type: Permanent Build a brilliant future with Hiscox   Position: AVP, Team Manager – GL BI and PD Reporting to: Claims Director, Property & Casualty         Band: II Location: Atlanta, Boston, Chicago, Hartford, New York, Scottsdale Flexibility: Permanent Travel: Hybrid   About Hiscox USA: Hiscox USA underwrites small- to mid-market commercial risks through brokers, other insurers and distribution partners and directly to businesses. In 2023, gross written premiums for the segment will represent over $1bn. Approximately 50% of the portfolio comprises small commercial business sold either online or through intermediaries, and the remaining 50% represents traditionally traded business intermediated through broking partners for Property and Casualty and Specialty Lines, including Professional Liability, Cyber, Technology and Media & Entertainment. Hiscox USA has built the digital business through ongoing investment in the brand, technology...
Hiscox Chicago, IL Full Time
Arch
05/25/2026  
Actuarial Director, Pricing (Hybrid)
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 You will provide actuarial support to the P&C Programs Insurance Business Unit. This division highly values actuarial support, in both quantitative & qualitative capacities. The Director Actuary will lead a team of actuaries to partner with business to deliver actuarial insights, develop actionable strategies, monitor executions and leading indicators to assess business health. Responsibilities and Accountabilities: Profitability Reviews/New Submission Analyses: Review products by applying actuarial concepts and techniques to determine portfolio profitability; analyzing and digging into detailed segmentations Monitor and Reporting: Monitor...
Arch Chicago, IL Full Time
Hiscox
05/22/2026  
US Claims Vendor Manager
Job Type: Permanent Build a brilliant future with Hiscox   US Claims Vendor Manager Employment Type: Permanent Remote Type: Hybrid Location: Chicago; West Hartford; New York (Manhattan); Atlanta     Supervisory Organization: Group Claims (London) Hiring Manager: Group Head of Claims Vendor Management Join Hiscox’s Claims Vendor Management team. A designated Group “Centre of Excellence”—an international team of professionals spanning five countries, empowered to build and run the vendor network that underpins the global claims community at Hiscox. The Role: The US Claims Vendor Manager is responsible for the strategic sourcing; oversight, performance management and continuous improvement of external claims vendors supporting the US claims operation. The role ensures vendors deliver high-quality, cost-effective and compliant services aligned to business strategy, regulatory requirements and customer outcomes. About the Vendor...
Hiscox Chicago, IL Full Time
CNA
05/21/2026  
Complex Claims Consultant - Medical Malpractice
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 a market leader in insuring Allied Healthcare Providers, including nurses, nurse practitioners, physical therapists, counselors, pharmacists, massage therapists and more than 100 other categories of medical service providers. This role will support the business and interact with these key customers. In this Medical Malpractice focused Complex Claims Consultant position, you will be responsible for the overall investigation, management and resolution of Allied Healthcare Provider claims in multiple states within your assigned jurisdiction including matters involving nurses, therapists, counselors or other healthcare provider or facility insureds. Recognized as a technical expert in...
CNA Chicago, IL Full Time
HUB International
05/19/2026  
Actuarial Consultant
Job Description ABOUT US At HUB International, we are a team of entrepreneurs. We believe in protecting and supporting the aspirations of individuals, families, and businesses. We help our clients evaluate their risks and develop solutions tailored to their needs. We believe in empowering our employees to learn, grow, and make a difference. Our structure enables our teams to maintain their own unique, regional culture while leveraging support and resources from our corporate centers of excellence. HUB is a global insurance and employee benefits broker, providing a boundaryless array of business insurance, employee benefits, risk services, personal insurance, retirement, and private wealth management products and services. With over $5 billion in revenue and almost 20,000 employees in 600 offices throughout North America, HUB has grown substantially, in part due to our industry leading success in mergers and acquisitions. ABOUT THE ROLE The Actuarial...
HUB International Chicago, IL Full Time
Ascot Group
05/07/2026  
Director, HR Business Partner
This is an opportunity to join Ascot Group - one of the world’s preeminent specialty risk underwriting organizations.   Designed as a modern-era company operating through an ecosystem of interconnected global operating platforms, we’re bound by a common mission and purpose. Our greatest strength is a talented team who flourish in a collaborative, inclusive, and entrepreneurial culture, steeped in underwriting excellence, integrity, and a passion to find a better way, The Ascot Way .   The Ascot Way guides our people and our organization. Our underwriting platforms collaborate to find creative ways to deploy our capital in a true cross-product and cross-platform approach. These platforms work as one, deploying our capital creatively through our Client Centric, Risk Centric and Technology Centric strategies   Built to be resilient, Ascot offers clients leading financial security while delivering bespoke products and world class service — both pre- and post-claims. Ascot...
Ascot Group Chicago, IL Full Time
AIG
05/06/2026  
Complex Claims Director - Management Liability
Complex Claims Director – Management Liability At AIG, we are reimagining the way we help customers to manage risk. Join us as a Complex Claims Director – Management Liability 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 Claims Our Claims teams are the proven problem solvers of choice for clients, delivering consistent technical excellence and showcasing our service differentiation to create an unparalleled global claims handling experience. Through a robust stakeholder feedback loop and supported by consistent processes and leadership, we take pride in delivering responsive, fair and professional service with empathy and efficiency. How you will create an impact An employee in this role will be responsible for handling all aspects of complex directors & officers claims, including securities class actions, with opportunity to handle high exposure employment...
AIG Chicago, IL Full Time
WTW
05/03/2026  
Mid-Market Director – Absence, Disability Management and Leave (ADML)
Overview  WTW is launching a new Mid-Market ADML delivery model focused on clients in the 500 to 5,000 life segment. As part of this strategy, we are establishing a new Mid-Market Director role aligned to each of WTW’s six U.S. geographic regions.  Each Mid-Market Director will have primary responsibility for ADML delivery, market leadership, and client success within their assigned geography.  This is a new role that requires flexibility, comfort with ambiguity, and an entrepreneurial mindset to help build, scale, and refine a differentiated mid-market offering.  The Role Own ADML delivery for mid-market clients (500–5,000 lives) within an assigned U.S. geography  Serve as the senior day-to-day ADML leader for assigned relationships, ensuring high-quality delivery and client satisfaction  Lead projects involving the design and management of absence, disability, leave, life, and AD&D programs  Apply deep expertise across claims,...
WTW Chicago, IL Full Time
CNA
04/28/2026  
Complex Claim Director – Mass Tort Unit
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.  Leads a team of Claims Consultants and Consulting Directors that are responsible for the handling of complex, high exposure mass tort and environmental claims, including social media addiction, PFAS, talc, sexual molestation, and other long tail general liability and pollution related matters. Responsibilities include delivering superior business results through effective team management and the resolution of all claims activities. This position works within broad authority limits on assignments requiring a high degree of technical knowledge, and is accountable for driving overall results and implementing company initiatives within the department. JOB DESCRIPTION: Essential Duties...
CNA Chicago, IL Full Time
CNA
04/21/2026  
Complex Claims Consultant, Aging Services
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 a market leader in insuring skilled nursing, assisted living and independent living facilities and this role will support the business and interact closely with internal business partners such as Underwriting, to share claim insights that aid in good underwriting decisions. Our Healthcare Claims team is seeking a Complex Claims Consultant to support our Aging Services segment. This individual contributor role is responsible for the overall investigation and management of Aging Services claims in multiple states. Recognized as a technical expert in the interpretation of complex or unusual policy coverages in area of expertise. Under general management direction, works within assigned...
CNA Chicago, IL Full Time
Huntington
04/07/2026  
Managing Director and Team Lead - Asset Based Lending Sponsor and Capital Markets
Description This position can be located in our Chicago, New York, Dallas, or Charlotte locations. Summary The Managing Director and Team Lead of Asset-Based Lending (“ABL”) Sponsor & Capital Markets, manages a team of Business Development Officers (“BDOs” or “BDO team”) who focus on sourcing, structuring, and closing (i) Admin Agency and Sole Bank asset‑based lending opportunities owned by Private Equity (“sponsor”) and (ii) participations in syndicated sponsor and non-sponsor asset-based loans managed by other financial institutions.  This role is responsible for executing strategic growth initiatives, developing and maintaining strong relationships with (i) internal Sponsor Coverage & Capital Markets partners, (ii) directly with private equity sponsors,  intermediaries, and bank syndication teams and, (iii) partnering with internal credit, and product teams to deliver high‑quality financing solutions....
Huntington Chicago, IL Full Time

 

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