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Chicago mid market director

38 mid market director jobs found in Chicago

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
CCC Intelligent Solutions
09/18/2026  
Director, GTM Enablement
Salary range is: $157,417.86 - $185,000.00 This position is long-term incentive and bonus and/or commission eligible. CCC Intelligent Solutions Inc. (CCC) is a leading cloud platform for the multi-trillion-dollar insurance economy , creating intelligent experiences for insurers, repairers, automakers, part suppliers, and more. At CCC, we’re making life just work by empowering more than 35,000 businesses with industry-leading technology to get drivers back on the road and to health quickly and seamlessly. We’re pushing boundaries with innovative AI solutions that simplify and enhance the claims and repair journey. Through purposeful innovation and the strength of its connections, CCC technologies empower the people and industry relied upon to keep lives moving forward when it matters most. Learn more about CCC at www.cccis.com .   The Role The Director, GTM Enablement, leads the centralized GTM Enablement COE responsible for improving seller readiness, execution...
CCC Intelligent Solutions Chicago, IL Full Time
EPIC Insurance Brokers & Consultants
08/28/2026  
Commercial Insurance Broker / Account Executive - Law Firms
Come join our team! There are many reasons why EPIC Insurance Brokers & Consultants has become one of the fastest-growing firms in the insurance industry. Fueled and driven by capable, committed people who share common beliefs and values and “bring it” every day, EPIC is always looking for people who have “the right stuff” – people who know what they want and aren’t afraid to make it happen. Headquartered in New York City and founded in 2007, our company has over 4,000 employees nationwide. With locations spread out across the U.S., our local market knowledge and industry expertise helps support our clients' regional and global needs. We have grown very quickly since our founding, and we continue to see growth and success thanks to our hard-working and growth-minded employees.  Our core values are: Owner mindset, Inspire trust, Think big, and Drive results. If these values and growth align with what you're looking for in your next career? Then consider joining our...
EPIC Insurance Brokers & Consultants Chicago, IL
Hiscox
08/22/2026  
Claims Director, Property & Casualty
Job Type: Permanent Build a brilliant future with Hiscox   Claims Director, Team Manager Lead                      The Role: The Claims Director, Property & Casualty is a senior level leader responsible for the execution and delivery of the US Claims strategy by developing, managing, and motivating engaged AVPs/Team Mangers. This person combines excellent technical claims handling, people management, and leadership skills. Claims Directors are managers of managers who provide overall leadership across our general liability teams. This person also: Leads, motivates and develops Team AVPs overseeing and delivering on customer service and results; Responsible for delivery of Key Performance Indicators and adherence to Hiscox USA Best Practices; Leads and executes on identified strategic business initiatives to deliver cost effective and innovative claims results, claims litigation strategy and a consistent, high value customer experience; Supports claim...
Hiscox Chicago, IL Full Time
At-Bay
02/22/2026  
Senior Actuarial Analyst, Pricing
Senior Actuarial Analyst DRIVE PROFITABLE GROWTH FOR THE BUSINESS About At-Bay   At-Bay is the world’s first InsurSec provider designed from the ground up to help businesses tackle cyber risk head on. By combining industry-leading insurance with world-class cybersecurity technology, At-Bay offers end-to-end prevention and protection for the digital age. With 98% of cyber insurance claims in the past five years coming from small and mid-size businesses with revenue under $2B, providing an integrated solution to help manage risk is more critical than ever. At-Bay helps its 35,000+ customers close their security technology and skills gap — all through their cyber insurance policy — making them less likely to be hit with a ransomware attack. As a full-stack insurance company, At-Bay offers multiple lines of specialty insurance, including Cyber, Tech E&O, and Miscellaneous Professional Liability (MPL) policies. Why you should join our Actuarial Pricing...
At-Bay Chicago, IL
At-Bay
02/19/2026  
Actuarial Manager, Pricing
Actuarial Manager, Pricing DRIVE PROFITABLE GROWTH FOR THE BUSINESS About At-Bay   At-Bay is the world’s first InsurSec provider designed from the ground up to help businesses tackle cyber risk head on. By combining industry-leading insurance with world-class cybersecurity technology, At-Bay offers end-to-end prevention and protection for the digital age. With 98% of cyber insurance claims in the past five years coming from small and mid-size businesses with revenue under $2B, providing an integrated solution to help manage risk is more critical than ever. At-Bay helps its 40,000+ customers close their security technology and skills gap — all through their cyber insurance policy — making them less likely to be hit with a ransomware attack. As a full-stack insurance company, At-Bay offers multiple lines of specialty insurance, including Cyber, Tech E&O, and Miscellaneous Professional Liability (MPL) policies. Your Impact As an Actuarial Manager on the...
At-Bay Chicago, IL
At-Bay
02/19/2026  
Actuary / Senior Actuary
  Actuary / Senior Actuary, Pricing DRIVE PROFITABLE GROWTH FOR THE BUSINESS About At-Bay   At-Bay is the world’s first InsurSec provider designed from the ground up to help businesses tackle cyber risk head on. By combining industry-leading insurance with world-class cybersecurity technology, At-Bay offers end-to-end prevention and protection for the digital age. With 98% of cyber insurance claims in the past five years coming from small and mid-size businesses with revenue under $2B, providing an integrated solution to help manage risk is more critical than ever. At-Bay helps its 35,000+ customers close their security technology and skills gap — all through their cyber insurance policy — making them less likely to be hit with a ransomware attack. As a full-stack insurance company, At-Bay offers multiple lines of specialty insurance, including Cyber, Tech E&O, and Miscellaneous Professional Liability (MPL) policies. Why you should join our  Actuarial...
At-Bay Chicago, IL
AIG
10/10/2026  
Multinational Client Executive
Multinational Client Executive Join us as a Client Executive to grow your career at the forefront of multinational insurance. External broker and client facing role managing an assigned portfolio of Tier 1 and Tier 2 Multinational programs working in partnership with product underwriters and distribution. This role supports all major Multinational lines of business.   How you will create an impact: Manage and oversee all aspects of the multinational service delivery for the assigned portfolio and be accountable for the multinational client experience. The proactive management and oversight of all multinational service activities, coordinating communication and project management across all internal and external stakeholders throughout the program lifecycle. Provide direction and guidance to all relevant stakeholders across Multinational Business Model and AIG.  Network to ensure appropriate design and effective delivery and service of assigned multinational programs....
AIG Chicago, IL Full Time
AIG
10/10/2026  
Senior Underwriting Assistant
The Senior Underwriting Assistant is an individual contributor within the Underwriting Support Unit of the unit’s field operations.  This role assists the underwriters by screening risk offerings and with pre and post-binding processes. The role also performs services including problem-solving or research projects requiring broad insurance and/or procedural knowledge and works under direct supervision. This role will work on our AIG Captives business line. In addition to the traditional UA duties, this role will: Support regional UA Manager in overseeing all daily business activities and act as the first point of call for all UAs in the region Review new submissions against prescribed criteria to determine if risk qualifies for LOB risk appetite.  Triages submission for missing information and follows up with the broker for outstanding items. Performs a comparison of renewal submission information against prior year information and documents differences for...
AIG Chicago, IL Full Time
AmTrust Financial
10/09/2026  
Vice President, Underwriting
Overview The VP, Underwriting role is an experienced professional that should have a proven track record of leading functional leaders and teams and building profitable commercial lines books distributed via independent agencies, brokers, and wholesale partners, targeting small, middle-market and complex risks across various targeted industries. classes. The VP, Underwriting will be a “hands-on” technical expert focused on targeting a wide variety of commercial risks throughout the U.S. across. This individual maintains a solid understanding of AmTrust’s mission, vision, and values. Upholds the standards of the AmTrust organization. Reports to the Vice President – Midwest Region and has Underwriting responsibility across the 12 Midwest States: IL, IN, IA, KY, MI, MN, MO, ND, OH, SD, WI and WV Responsibilities · Leads leaders and a team that underwrites a profitable book of small, middle market and complex risks, employing the...
AmTrust Financial Chicago, IL Full Time
GEICO
10/06/2026  
FP&A Claims Analyst (Auto Finance)
Why Join GEICO? 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 on relentless innovation to exceed our customers' expectations while making a real impact on local communities nationwide.   Founded in 1936, GEICO is a member of the Berkshire Hathaway family of companies and one of the largest auto insurers in the United States. 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. Role Purpose  The Auto Claims Analyst role offers the opportunity to solve complex business challenges with real financial impact. Partnering directly with Claims leadership, analysts turn data into strategic recommendations that...
GEICO Chicago, IL Full Time
Hiscox
10/02/2026  
Senior Underwriter - Innovation Economy
Job Type: Permanent Build a brilliant future with Hiscox   Senior Underwriter - Innovation Economy Hiring Manager: AVP, Underwriting Manager Location: Atlanta, Boston, Chicago, Manhattan, West Hartford, Scottsdale Role Type: Production Underwriting - Traded Team Job Description: The Senior Underwriter - Innovation Economy will be a key member of our traded underwriting team, responsible for underwriting and growing a profitable book of business across the innovation economy. This is a production-focused underwriting role with individual accountability for growth, profitability, retention, and overall portfolio performance. The Senior Underwriter will evaluate and underwrite businesses across Technology, Fintech, Health & Life Sciences, and Web3, utilizing a broad range of commercial insurance products and coverages. We are particularly interested in candidates with Life Sciences underwriting experience. While this individual will not...
Hiscox Chicago, IL Full Time
AIG
09/26/2026  
Senior Executive Underwriter, Excess Casualty
Join us as a Senior Executive  Underwriter, Excess Casualty to step up to a key team leadership role that will drive business growth. Make your mark in Underwriting AIG underwriting teams help to find insurance solutions in areas including Financial Lines, Property, Casualty, Specialty Lines, Cyber, Multinational Clients, and High Net Worth individuals. We are reimagining how we help customers to manage risk, transforming our operating model, and reshaping our role responsibilities and career pathways. The goal is to unlock the full potential in each colleague – empowering our people to grow as insurance professionals and add more value to our customers and AIG. How you will create an impact We are seeking a Senior Executive Underwriter to contribute to their industry leading Excess Casualty underwriting team.  AIG’s strong foundation as the market leader in this area has evolved through its long-term commitment to the marketplace, investment in technology, commitment...
AIG Chicago, IL Full Time
AIG
09/23/2026  
Director, Distribution Marketing - Insurance
Scope This is an opportunity to join a high-impact marketing team focused on advancing key business priorities. We are seeking a seasoned marketing professional to support Distribution and Field leadership, by translating business priorities into clear, effective marketing strategies that strengthen broker and client engagement, support go-to-market priorities and elevate the consistency and impact of marketing programs. The Distribution organization is structured across three core engagement areas: retail broker engagement, wholesale broker engagement, and client engagement, each with distinct audiences, relationship priorities, and growth objectives. Serving as the key marketing partner across all three areas, this role will help strengthen relationships, deepen market engagement, and support growth through integrated marketing initiatives. This role will also help drive a robust North America events strategy aligned to priority growth areas and designed to elevate our...
AIG Chicago, IL Full Time
AIG
09/15/2026  
Complex Claims Director - TPA Oversight
At AIG, we are reimagining the way we help customers to manage risk. Join us as a Complex Claims Director – TPA Oversight 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 As Complex Claims Director – TPA Oversight, you will analyze and process bodily injury and third-party property damage claims by investigating and gathering information to determine the exposure on the claim; ensure proactive claims handling aimed at the prompt...
AIG Chicago, IL Full Time
CNA
09/12/2026  
VP, National Distribution Leader
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 position is responsible for achieving the distribution profitability goals for assigned national brokers across the US, ensuring optimal alignment between the various business units’ target appetites and the national broker’s book of business to maximize our profitable growth opportunities. Responsible for developing and executing initiatives to position CNA as a market leader and remain responsive and opportunistic in a rapidly changing distribution environment. Works in conjunction with home office and regional sales and production executives to drive CNA’s distribution strategy to advance CNA’s market share, visibility and brand. Acts as a primary relationship manager for multiple key...
CNA Chicago, IL Full Time
AIG
09/11/2026  
Underwriting Leader, Representations and Warranties - M&A Financial Lines
New York, Boston, Chicago, Atlanta, Washington DC, Miami, Dallas, Houston, Denver, San Francisco, Los Angeles   American International Group, Inc. (AIG) is a leading global insurance organization. AIG member companies provide a wide range of property casualty insurance in approximately 70 countries and jurisdictions. These diverse offerings include products and services that help businesses and individuals protect their assets and manage risks.   We’re also committed to making a positive difference for our colleagues and in the communities where we work and live. We encourage colleagues to give back to the causes they care most about, supporting these efforts through our Volunteer Time Off and Matching Grants Programs.   About the Business AIG Underwriting teams help to find insurance solutions in areas including Financial Lines, Property, Casualty, Specialty Lines, Cyber, and Multinational Clients. We are reimagining how we help customers to manage risk, transforming...
AIG Chicago, IL Full Time
CNA
09/09/2026  
Underwriting Consultant (Technology 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.  JOB DESCRIPTION: 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 coverages, including Technology Errors & Omissions (Tech E&O), Cyber Liability, and comprehensive international solutions, complemented by our traditional Property & Casualty capabilities. With deep industry expertise, flexible underwriting capabilities, and a collaborative approach, we design innovative insurance programs tailored to each client’s unique risk profile. CNA...
CNA Chicago, IL Full Time
Acrisure
09/05/2026  
US Indirect Tax Manager
Job Description About Acrisure A global fintech leader, Acrisure empowers millions of ambitious businesses and individuals with the right solutions to grow boldly forward. Bringing cutting-edge technology and top-tier human support together, we connect clients with customized solutions across a range of insurance, reinsurance, payroll, benefits, cybersecurity, mortgage services – and more.  In the last twelve years, Acrisure has grown in revenue from $38 million to almost $5 billion and employs over 19,000 colleagues in more than 20 countries. Acrisure was built on entrepreneurial spirit. Prioritizing leadership, accountability, and collaboration, we equip our teams to work at the highest levels possible. Job Summary: Acrisure is seeking a US Indirect Tax Manager to join our growing team in Chicago.  The role will be pivotal in the corporate tax function, primarily engaging in the Company’s domestic indirect tax compliance and process development. You will also...
Acrisure Chicago, IL Full Time
AIG
09/05/2026  
2027 Early Careers: Summer Intern, Underwriting – Energy – United States, Chicago, IL & New York, NY
  AIG   is reimagining   the way we help customers manage risk. Join us as a   Summer Intern in the   Underwriting -   Energy   department   to play your part in that transformation   with   opportunit ies   to   learn and   grow your skills and experience as a valued member of the team.     About Us   At AIG, helping   organizations and   people discover new potential is our purpose. As a global risk leader, we do this for our clients every day. Through our deep   expertise   in their industries and our innovative solutions that help them smartly manage risk, we enable their growth in ways they never thought possible.     But we also do the same thing for our   colleagues , because   we know our people are our greatest strength   –   the source of every insight, every   idea   and every innovation. When   we're   working as one team to do   what's   right for our colleagues and...
AIG Chicago, IL Full Time

 

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