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81 supervisor jobs found in Chicago

RLI
07/13/2026  
Underwriting/Operations Assistant - Commercial Propery
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
CNA
07/02/2026  
Senior Data Management Analyst
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.  Consider joining CNA's Data Management team as a Senior Data Management Analyst. In this role under technical direction you will structure, design, analyze and model moderately complex trusted organizational data for a business area, and provide business insights. This role includes process designs and procedures for the weekly/monthly/quarterly responsibilities. You will work with Actuarial teams to assure oracle based and cloud based processes complete accurately and timely. This role includes data engineering to allow for maintenance and support key Actuarial data aggregation. This Data management role will work closely with IT teams to assure proper controls are in place for Actuarial...
CNA Chicago, IL Full Time
AIG
06/25/2026  
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
Tokio Marine HCC
04/08/2026  
Lead Underwriter, Cyber
About TMHCC Tokio Marine HCC (TMHCC) brings 50 years of service to the specialty insurance industry, today offering over 100 products to commercial customers in 180 countries around the world. Every policy we write is special, enabling our clients to do amazing things. From insuring the crops that feed us to the rock concerts that entertain us, to rescuing international travelers in trouble. Organic growth and over 60 successful acquisitions have grown our 2023 Gross Written Premium (GWP) to over $7.5 Billion. Our workforce has grown to 4,300 worldwide … big, but not so big that you cannot make a difference. Our Good Company values, including integrity, empowerment, and commitment to customer service, and a culture of innovation, communication, and collaboration make TMHCC a great place to work. What We Offer ·         Competitive salary and employee benefit package ·         Strong learning culture ·         Growth perspectives ·         6% 401K match ·         20 days...
Tokio Marine HCC Chicago, IL Full Time
Pet Partners Pet Insurance
12/03/2025  
Solution/Application Architect - 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.  Job Description Digital Workplace Domain Solution Architect M365, MS Email, SharePoint, LAPTOP image (MS and MAC) - MS Desktop Applications - Architect Understand business requirements and translate them into technical solutions. Provides recommendations on buy versus build. Ensures technical...
Pet Partners Pet Insurance Chicago, IL Full Time
Independence Pet Group
12/03/2025  
Solution/Application Architect - 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.  Job Description Digital Workplace Domain Solution Architect M365, MS Email, SharePoint, LAPTOP image (MS and MAC) - MS Desktop Applications - Architect Understand business requirements and translate them into technical solutions. Provides recommendations on buy versus build. Ensures technical...
Independence Pet Group Chicago, IL Full Time
Sedgwick
07/25/2026  
AVP Operations
By joining Sedgwick, you'll be part of something truly meaningful. It’s what our 33,000 colleagues do every day for people around the world who are facing the unexpected. We invite you to grow your career with us, experience our caring culture, and enjoy work-life balance. Here, there’s no limit to what you can achieve. Newsweek Recognizes Sedgwick as America’s Greatest Workplaces National Top Companies Certified as a Great Place to Work® Fortune Best Workplaces in Financial Services & Insurance AVP Operations Our teams connect! We collaborate onsite and have a hybrid work arrangement. All candidates must live near one of our centers of excellence:       Dubuque, IA   : 4141 Westmark Drive, Dubuque, IA 52002   Cedar Rapids, IA   : 333 1 st   Street SE Ste. 200 Cedar Rapids IA 52401   Coralville, IA:    3273 Ridgeway Drive Coralville IA 52241   Dublin, OH   : 5500 Glendon Court Dublin OH 43016...
Sedgwick Chicago, IL
EPIC Insurance Brokers & Consultants
07/17/2026  
Private Client Senior Account Manager/Account Executive
LOCATION: Remote, MT or CST time zones 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...
EPIC Insurance Brokers & Consultants Chicago, IL
MSIG North American
07/16/2026  
Underwriting Specialist - Inland Marine
MSIG USA continues to grow!  Company Overview: MSIG USA is the US-based subsidiary of  MS&AD Insurance Group Holdings, Inc. , one of the world’s top P&C carriers and a global Class 15 insurer, with A+ ratings and a reach that spans 40+ countries and regions. Leveraging our 350-year heritage, MSIG USA brings the financial strength, expertise, and global footprint to offer commercial insurance solutions that address your business’s unique risks. This Underwriting Specialist role is focused on the constructions business.  Responsible for producing, underwriting, and servicing profitable business through relationships with brokers.  The Underwriting Specialist within MSIG is a high level underwriting position who assumes a leadership role in the organization to positively influence staff and promote a positive image of MSIG in the marketplace by developing and maintaining  producer relationships and building a profitable book of business. Essential...
MSIG North American Chicago, IL Full Time
Allstate
07/15/2026  
P&C Actuary Director - Reserving
At Allstate, great things happen when our people work together to protect families and their belongings from life’s uncertainties. And for more than 90 years, our innovative drive has kept us a step ahead of our customers’ evolving needs. From advocating for seat belts, air bags and graduated driving laws, to being an industry leader in pricing sophistication, telematics, and, more recently, device and identity protection.  Job Description Why This Role This is a signature seat within the enterprise P&C actuarial organization — a role designed for a senior reserving leader who wants direct line-of-sight to the top of the house. You will own the estimation of loss and expense reserves across Auto Injury and Business Insurance, and you'll do it with a rare combination of technical depth, executive influence, and enterprise reach. You'll have opportunities to regularly present to senior and executive level leadership up to and including the CEO, along with coordinating...
Allstate Chicago, IL Full Time
Ryan Specialty
06/30/2026  
Senior Premium Accounting Manager
Position Summary The Senior Accounts Payable Manager leads Global Accounts Payable across entities — Wholesale (Brokerage & Binding), RSUM, and RSUM International — with end-to-end accountability for carrier payments, bordereaux reporting, and managed claims. The role owns the strategy, controls, talent, and vendor relationship for carrier payables at scale, ensuring fiduciary funds are safeguarded and disbursed only to their legal owners. Leading through managers and supervisors across multiple geographies and a managed-service (BPO) workforce, the Senior Manager sets direction, strengthens the control environment, and drives the transformation and automation agenda for AP. The role partners with executive leadership, corporate, front-office, and back-office business units and uses analytics and AI to scale performance and resilience. What will your job entail? Key Responsibilities Lead Global Accounts Payable across entities, owning strategy, service levels,...
Ryan Specialty Chicago, IL Full Time
Sedgwick
06/26/2026  
Operations Manager
By joining Sedgwick, you'll be part of something truly meaningful. It’s what our 33,000 colleagues do every day for people around the world who are facing the unexpected. We invite you to grow your career with us, experience our caring culture, and enjoy work-life balance. Here, there’s no limit to what you can achieve. Newsweek Recognizes Sedgwick as America’s Greatest Workplaces National Top Companies Certified as a Great Place to Work® Fortune Best Workplaces in Financial Services & Insurance Operations Manager Our teams connect! We collaborate onsite and have a hybrid work arrangement. All candidates must live near one of our centers of excellence:       Dublin, OH   : 5500 Glendon Court Dublin OH 43016   Chicago, IL :   175 W. Jackson Blvd. 12th Fl. Chicago IL 60604   PRIMARY PURPOSE : To oversee technical and operational functions including compliance with company standards and industry best practices; to ensure...
Sedgwick Chicago, IL Full Time
Allstate
06/23/2026  
Strategic HR Business Partner, Manager
At Allstate, great things happen when our people work together to protect families and their belongings from life’s uncertainties. And for more than 90 years, our innovative drive has kept us a step ahead of our customers’ evolving needs. From advocating for seat belts, air bags and graduated driving laws, to being an industry leader in pricing sophistication, telematics, and, more recently, device and identity protection.  Job Description The Strategic HR Business Partner, Manager provides strategic partnership to the executive and senior leadership team of an Area of Responsibility (AOR) or Market Facing Business (MFB) at Allstate. This role works closely with leaders and stakeholders to deliver high-impact talent initiatives that drive business value. Key Responsibilities: Proactively consult on broad business strategies to elevate and prioritize talent-driven initiatives Provide evidence-based consulting on strategic talent initiatives including organization...
Allstate Chicago, IL Full Time
AmTrust Financial
06/15/2026  
Manager, Claims
Overview Amtrust Financial Services, a fast growing commercial insurance company, has a need for a Workers’ Compensation Claims Manager. The WC Claims Manager works with the Claim Adjusters to manage and ensure the Workers' Compensation claims activities are being handled within the Amtrust Best Practices, develop and maintain professional customer and broker relations by identifying and meeting customer needs. Ensures that staff demonstrates customer service principles.   This position will start remotely with an expectation to transition to a hybrid schedule upon opening of our Oakbrook IL  office. Responsibilities Together with the Claim Supervisors and Manager develops short-range area plans and budget designed to achieve company goals and objectives. Secures, evaluates and develops staff Ensures that staff works effectively as a team. Keeps the Claim Supervisors and Manager informed of current case status through regular...
AmTrust Financial Chicago, IL Full Time
EPIC Insurance Brokers & Consultants
06/05/2026  
Personal Lines Account Manager
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 3,000 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
Sedgwick
04/19/2026  
Regional Manager
By joining Sedgwick, you'll be part of something truly meaningful. It’s what our 33,000 colleagues do every day for people around the world who are facing the unexpected. We invite you to grow your career with us, experience our caring culture, and enjoy work-life balance. Here, there’s no limit to what you can achieve. Newsweek Recognizes Sedgwick as America’s Greatest Workplaces National Top Companies Certified as a Great Place to Work® Fortune Best Workplaces in Financial Services & Insurance Regional Manager PRIMARY PURPOSE:   To create profitable growth by acquiring and maintaining new and existing client relationships and increasing market presence by utilizing superior, innovative and personalized service. ESSENTIAL FUNCTIONS and RESPONSIBILITIES Develops and implements annual business plans and delivers profitable growth of the business’ operating revenues and earnings budget utilizing Sedgwick’s business processes. Generates and establishes...
Sedgwick Chicago, IL
CCC Intelligent Solutions
03/27/2026  
Senior Manager - Full Stack Engineering
Salary range is: $136,885.10 - $200,000.00 This position is 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 We are seeking a Senior Manager to lead our Full Stack Engineering team in Subrogation. This role is critical to delivering high-quality, scalable web...
CCC Intelligent Solutions Chicago, IL Full Time
Acrisure
03/01/2026  
Payroll Territory Manager
Job Description About Auris Auris is the payroll and HR partner built for small and medium-sized business who can’t afford to get it wrong. Trusted by over 50,000 business nationwide, Auris pairs easy-to-use technology with real human services to give leaders the confidence that every detail is done right - so they can focus on growing their team and their business. Acquired by Acrisure in 2025, Auris formerly Heartland Payroll is accelerating its vision to deliver seamless human-centered technology to help small businesses thrive. Job Summary Responsible for prospecting and running Auris Payroll presentations both in person and over the phone to small and mid-sized merchants and businesses to ultimately close deals within a fast sales cycle. As a Payroll Territory Manager (PTM), you will report to the Payroll Division Manager (PDM).  Activities include explaining our value proposition to clients via Atlas CRM, upselling current clients on other Auris products and...
Acrisure Chicago, IL
CCC Intelligent Solutions
07/27/2026  
Sr. Software Engineer
Salary range is: $106,277.25 - $145,000.00 This position is 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 As a Senior Software Engineer at CCC, you’ll play a key role in building and supporting scalable SaaS and customer-facing web applications that help...
CCC Intelligent Solutions Chicago, IL Full Time
RLI
07/27/2026  
IT Director - AI
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

 

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