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Chicago underwriting technical assistant

40 underwriting technical assistant jobs found in Chicago

The Hartford
05/03/2026  
AVP Applied AI
AVP Data Science - GD05AE 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.              The Assistant Vice President (AVP), Applied AI  leads data science, traditional machine learning, and agentic AI capabilities supporting The Hartford’s Business Insurance. This role partners closely with underwriting, product, actuarial, and technology leaders to deliver scalable, production ready models and ‑AI driven‑ decision systems that support complex risks, bespoke products, and profitable growth across specialty markets. This role will have a  Hybrid work schedule,  with the expectation of working in an office (Chicago, IL, Hartford, CT or Charlotte, NC) 3 days a week.  Candidates must be eligible to work in the US without company...
The Hartford Chicago, IL Full Time
Berkley
05/03/2026  
Sr. Renewal Underwriter
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 The Renewal Underwriter is focused on achieving underwriting excellence, ensuring profitability, and maintaining alignment with our...
Berkley Chicago, IL
Arch
12/31/2025  
AVP, Construction Excess Casualty
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℠. Summary: The Assistant Vice President of Construction Excess Casualty must be a highly-motivated, career-oriented individual who is technically proficient in underwriting casualty business.  Candidate must be able to underwrite large, highly technical risks within the Construction Industry in accordance with Arch Insurance business standards and sound underwriting practices. The AVP of Construction Excess Casualty will manage a book to achieve organization goals via the effective utilization of assigned human and financial resources in the interpretation, implementation, and achievement of these business goals.  Responsibilities: Work independently to underwrite umbrella and...
Arch Chicago, IL Full Time
Core Specialty
05/08/2026  
Senior Actuarial Associate - Reinsurance and Capital Analytics
- The Core Specialty Actuarial team is looking to grow the team supporting our Actuarial Pricing function. This individual contributor role will primarily be responsible for supporting analytics of ceded reinsurance and capital model during an exciting period of growth. The role will primarily focus on evaluating ceded reinsurance purchases, risk transfer analyses, developing and maintaining appropriate diagnostic tools, and providing actuarial subject matter expertise as needed to key stakeholders. Key Accountabilities/Deliverables: Develop risk analysis models specific to the reinsurance purchase while maintaining consistency between the different lines of business. Perform any risk transfer testing analyses as required. Perform rating agency capital utilization on a company-wide basis, and by individual product basis. Support loss ratio planning in evaluating ceded loss ratios and monitor loss emergence against plan assumptions, Support the compilation...
Core Specialty Chicago, IL Full Time
Core Specialty
05/08/2026  
AVP Underwriter - D&O
- Examination & analyzing of submissions forwarded to Core Specialty by broker partners to determine if the risk is a targeted class of business and subsequently to determine appropriate limits, pricing & terms that will provide Core Specialty with adequate underwriting profit on each risk. Key Accountabilities/Deliverables: Execution of D&O business plans and objectives including:  Build Core Specialty’s reputation and presence in the product liability market Provide prompt and accurate customer service on policy transactions Ensure all risks considered and bound are within delegated authority, underwriting standards, risk selection, peer review and pricing methodologies Provide documented evidence of underwriting activities and decisions in files as required Support Company and Department goals and objectives Build Core Specialty’s relationships with our broker partners In addition to the above key responsibilities, you may be...
Core Specialty Chicago, IL Full Time
Core Specialty
05/08/2026  
Sr. Actuarial Associate - Reserving
- The Core Specialty Actuarial Reserving Team is looking for a Senior Actuarial Associate. This dynamic role will primarily be responsible for general liability (both primary and excess) and workers compensation lines of business during an exciting time of growth. The role will primarily focus on evaluating reserve adequacy for the existing portfolio, developing and maintaining appropriate diagnostic tools, and providing actuarial subject matter expertise as need to senior leadership and other business partners. Key Accountabilities/Deliverables: Perform Quarterly Reserve Reviews (and ad-hoc analysis as needed) for assigned product groups to ensure that adequate reserves are recorded and correctly reported at each quarter-end. Help ensure all regulatory requirements related to loss reserves are met in a timely fashion. Collaborate with Pricing, Claim, and Underwriting on periodic deep dive reviews on select reserve segments. Aid in the development and...
Core Specialty Chicago, IL Full Time
Independence Pet Group
05/08/2026  
Sr Director, Enterprise Data
Established in 2021,   Independence Pet Holdings   is a corporate holding company that manages a diverse and broad portfolio of modern pet health brands and services, including insurance, pet education, lost recovery services, and more throughout North America.   We believe pet insurance is more than a financial product and build solutions to simplify the pet parenting journey and help improve the well-being of pets. As a leading authority in the pet category, we operate with a full stack of resources, capital, and services to support pet parents. Our multi-brand and omni-channel approach include our own insurance carrier, insurance brands and partner brands.  Senior Director, Enterprise Data About Independence Pet Holdings Established in 2021, Independence Pet Holdings (IPH) is a corporate holding company that manages a diverse and broad portfolio of modern pet health brands and services, including insurance, pet education, lost recovery services, and more...
Independence Pet Group Chicago, IL Full Time
Pet Partners Pet Insurance
05/08/2026  
Sr Director, Enterprise Data
Established in 2021,   Independence Pet Holdings   is a corporate holding company that manages a diverse and broad portfolio of modern pet health brands and services, including insurance, pet education, lost recovery services, and more throughout North America.   We believe pet insurance is more than a financial product and build solutions to simplify the pet parenting journey and help improve the well-being of pets. As a leading authority in the pet category, we operate with a full stack of resources, capital, and services to support pet parents. Our multi-brand and omni-channel approach include our own insurance carrier, insurance brands and partner brands.  Senior Director, Enterprise Data About Independence Pet Holdings Established in 2021, Independence Pet Holdings (IPH) is a corporate holding company that manages a diverse and broad portfolio of modern pet health brands and services, including insurance, pet education, lost recovery services, and more...
Pet Partners Pet Insurance Chicago, IL Full Time
Independence Pet Group
05/07/2026  
Program Manager, Senior
Established in 2021,   Independence Pet Holdings   is a corporate holding company that manages a diverse and broad portfolio of modern pet health brands and services, including insurance, pet education, lost recovery services, and more throughout North America.   We believe pet insurance is more than a financial product and build solutions to simplify the pet parenting journey and help improve the well-being of pets. As a leading authority in the pet category, we operate with a full stack of resources, capital, and services to support pet parents. Our multi-brand and omni-channel approach include our own insurance carrier, insurance brands and partner brands.  As part of the broader JAB Pet Services ecosystem, IPH collaborates closely with affiliated companies in the UK and Europe to drive alignment, knowledge sharing, and technology strategy consistency across regions. Job Summary: Independence Pet Holdings (IPH) is seeking a collaborative, results-driven...
Independence Pet Group Chicago, IL Full Time
Pet Partners Pet Insurance
05/07/2026  
Program Manager, Senior
Established in 2021,   Independence Pet Holdings   is a corporate holding company that manages a diverse and broad portfolio of modern pet health brands and services, including insurance, pet education, lost recovery services, and more throughout North America.   We believe pet insurance is more than a financial product and build solutions to simplify the pet parenting journey and help improve the well-being of pets. As a leading authority in the pet category, we operate with a full stack of resources, capital, and services to support pet parents. Our multi-brand and omni-channel approach include our own insurance carrier, insurance brands and partner brands.  As part of the broader JAB Pet Services ecosystem, IPH collaborates closely with affiliated companies in the UK and Europe to drive alignment, knowledge sharing, and technology strategy consistency across regions. Job Summary: Independence Pet Holdings (IPH) is seeking a collaborative, results-driven...
Pet Partners Pet Insurance Chicago, IL Full Time
Markel
05/05/2026  
Underwriting Specialist / Executive Underwriter Property
What part will you play? If you’re looking for a place where you can make a meaningful difference, you’ve found it. The work we do at Markel gives people the confidence to move forward and seize opportunities, and you’ll find your fit amongst our global community of optimists and problem-solvers. We’re always pushing each other to go further because we believe that when we realize our potential, we can help others reach theirs. Join us and play your part in something special! The primary purpose of this position is to underwrite new business and renewals in a profitable manner and according to authority level and established guidelines, and drive projects having an impact on the business. Assigned larger, more important and more complex accounts. Utilize underwriting tools to determine accurate classifications, rates, and premium charges. Understand state laws, including cancellation and non-renewal, within assigned territory to properly transact business within each state....
Markel Chicago, IL Full Time
Sompo International
05/03/2026  
Underwriting Trainee, Property
Job Description Sompo has a unique opportunity for a 2026 Sompo Underwriting Trainee in our Chicago, IL office. Our Trainee Program is an 18-month program beginning in July 2026 designed to equip you with the essential business and technical skills needed to build a successful career in insurance. As an Underwriting Trainee you will work alongside the most experienced underwriters in the industry to gain in-depth knowledge of our business units and underwriting philosophy through on-the-job learning, workplace mentoring. Our Trainees work directly on their products’ accounts, building relationships and identifying customers’ needs. This rigorous curriculum also includes training in negotiation, risk analysis and relationship management. Sompo’s Trainee Program serves as a launchpad for career advancement, empowering you to acquire the knowledge and skills essential for success in your respective field. What can I expect as a Underwriting Trainee? On-The-Job Learning...
Sompo International Chicago, IL Full Time
HUB International
05/01/2026  
Account Coordinator - Commercial Lines
About HUB In a rapidly changing world, HUB advises businesses and individuals on how to prepare for the unexpected. As one of the world’s largest insurance brokers, our focus is dedicated to providing our customers with the peace of mind that what matters most will be protected — through unrelenting advocacy and tailored insurance solutions that put our clients in control. Our growing team of professionals across North America represents a broad, deep and one-of-a kind aggregation of entrepreneurs and leaders recognized for their excellence throughout the insurance community. Why Choose HUB? Throughout our network of more than 550 HUB offices in North America, we offer a competitive, exciting, and friendly work environment that strategically positions our employees for longevity and success. At HUB, we believe in investing in the future of our employees, and provide continuous opportunities for growth and development.  Our entrepreneurial culture fosters an environment...
HUB International Chicago, IL Full Time
Independence Pet Group
04/30/2026  
Lead Data Scientist
Established in 2021,   Independence Pet Holdings   is a corporate holding company that manages a diverse and broad portfolio of modern pet health brands and services, including insurance, pet education, lost recovery services, and more throughout North America.   We believe pet insurance is more than a financial product and build solutions to simplify the pet parenting journey and help improve the well-being of pets. As a leading authority in the pet category, we operate with a full stack of resources, capital, and services to support pet parents. Our multi-brand and omni-channel approach include our own insurance carrier, insurance brands and partner brands.  Job Summary: IDEA (IPH Data & Enterprise Analytics) is IPH’s enterprise data organization responsible for building and operating the data platform, governance framework, and analytics capabilities that power decision-making across all brands. The team brings together experienced data leaders and...
Independence Pet Group Chicago, IL Full Time
Pet Partners Pet Insurance
04/30/2026  
Lead Data Scientist
Established in 2021,   Independence Pet Holdings   is a corporate holding company that manages a diverse and broad portfolio of modern pet health brands and services, including insurance, pet education, lost recovery services, and more throughout North America.   We believe pet insurance is more than a financial product and build solutions to simplify the pet parenting journey and help improve the well-being of pets. As a leading authority in the pet category, we operate with a full stack of resources, capital, and services to support pet parents. Our multi-brand and omni-channel approach include our own insurance carrier, insurance brands and partner brands.  Job Summary: IDEA (IPH Data & Enterprise Analytics) is IPH’s enterprise data organization responsible for building and operating the data platform, governance framework, and analytics capabilities that power decision-making across all brands. The team brings together experienced data leaders and...
Pet Partners Pet Insurance Chicago, IL Full Time
GEICO
04/29/2026  
Multi-Line Adjuster
At GEICO, we offer a rewarding career where your ambitions are met with endless possibilities.  Every day we honor our iconic brand by offering quality coverage to millions of customers and being there when they need us most. We thrive through relentless innovation to exceed our customers’ expectations while making a real impact for our company through our shared purpose.  When you join our company, we want you to feel valued, supported and proud to work here. That’s why we offer The GEICO Pledge: Great Company, Great Culture, Great Rewards and Great Careers. Multi-line Adjuster - Must reside in listed states Illinois, Missouri, Indiana, Wisconsin *Starting pay rate varies based upon position and location. Ask your Recruiter for details! We are looking for a highly motivated and service-oriented individual to join our Multi-line Damage team as a Multi-line Adjuster! As an ambassador for GEICO's renowned customer service, you will work in a dynamic...
GEICO Chicago, IL Full Time
Sompo International
04/28/2026  
VP, Midwest Regional Manager: Commercial Property
Job Description Are you looking for your next opportunity?   Sompo has a unique opportunity for a Vice President and Midwest Regional Manager o n our Commercial Property Middle Market team.   Our Commercial Property Middle Market team offers property coverage to commercial accounts with a focus on mid to larger mid-size U.S. domiciled companies across a broad base of occupancy types, including but not limited to: Light & Heavy Manufacturing, Food Processing, Metal Working, Warehousing, Retail Stores, Wholesale Suppliers, Hospitals & Healthcare, Educational Institutions, Transportation. The Middle Market Commercial Specialty Property team offers both 100% single carrier capacity and quota share capacity.  We take a collaborative approach to loss control and work closely with our Risk Control Engineers to mitigate risk and partner with our clients to protect their business value. We seek to build long-term relationships with our retail brokers and...
Sompo International Chicago, IL Full Time
Markel
04/22/2026  
Underwriting Specialist/Executive Underwriter: Risk Management Excess
What part will you play? If you’re looking for a place where you can make a meaningful difference, you’ve found it. The work we do at Markel gives people the confidence to move forward and seize opportunities, and you’ll find your fit amongst our global community of optimists and problem-solvers. We’re always pushing each other to go further because we believe that when we realize our potential, we can help others reach theirs. Join us and play your part in something special! The primary purpose of this position is to underwrite new business and renewals in a profitable manner and according to authority level and established guidelines, and drive projects having an impact on the business. Assigned larger, more important and more complex accounts. Utilize underwriting tools to determine accurate classifications, rates, and premium charges. Understand state laws, including cancellation and non-renewal, within assigned territory to properly transact business within each state....
Markel Chicago, IL Full Time
RLI
04/10/2026  
Technical Claim Manager-Miscellaneous Professional Liability (hybrid)
About Us  We’re not like other insurance companies. From our specialty products to our business model, our culture to our results — we’re different. Different is who we are, and how we work, interact, deliver and succeed together. Creating a different and better insurance experience doesn’t just happen. It takes focus and a shared passion for going beyond the expected to forge relationships and deliver care that makes a difference. This approach rises from and is supported by our talented, ethical and smart team of employee owners united around a single purpose: to work alongside our customers and partners when they need us, in unexpected ways, with exceptional results. Apply today to make a difference with us.  RLI is a Glassdoor Best Places to Work company with a strong, successful background. For decades, our financial track record has been stellar — a testament to our culture and validation of our reputation as an excellent underwriting company....
RLI Chicago, IL Full Time
Cover Whale
04/08/2026  
Business Development Associate (Chicago)
Who is Cover Whale? Cover Whale improves road safety by combining the insurance products we sell with our data-driven driver coaching and safety program. Our safety program is proven to save lives while delivering better insurance for our drivers. Cover Whale offers easy, industry-leading insurance for commercial auto and trucking, aiding struggling drivers facing rising costs. Join us in the mission! The Role We are rapidly expanding and looking to build a dynamic team of Business Development professionals, and are looking for a Business Development Associate located in the Central Region (Chicago preferred) Reporting to the Retail Distribution Lead, the Business Development Associate will support strategies aimed at increasing premium production in their region. This role involves managing smaller, established partners and newly onboarded partners, ensuring their successful integration and growth. The Associate will also develop strategies for these...
Cover Whale Remote (Chicago, IL) Full Time

 

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