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Illinois 90
Chicago Full Time leadership development program

90 leadership development program jobs found in Chicago

BP&C, Shared Services Inc. (American National & Argo Group)
10/24/2026  
VP, Ceded Reinsurance
Company Shared Services Argo and Farm Family are specialty property and casualty insurance brands whose underwriting companies are wholly-owned subsidaries of Clearbrook Holdings Inc. Argo and Farm Family partner with agents and brokers to provide insurance solutions that enable businesses to manage risks with confidence. Job Description The VP, Ceded Reinsurance leads the end-to-end execution of outwards treaty reinsurance placements for Clearbrook Group Holdings, Inc. across all property and casualty lines.  This role is a strategic partner to the business, supporting the unique needs of Argo Casualty, Argo Specialty, Farm Family, and Runoff segments. You will be responsible for structuring complex reinsurance programs, managing global broker and reinsurer relationships, and ensuring the group’s capital and balance sheet interests are protected through robust risk transfer strategies.  Placement Strategy + Execution End-to-end placement: lead the lifecycle of...
BP&C, Shared Services Inc. (American National & Argo Group) Chicago, IL Full Time
AIG
10/24/2026  
Head of Actuarial Pricing Analytics - North America
Head of Actuarial Pricing Analytics - North America At AIG, we are reimagining the way we help customers to manage risk. Join us as a Head of Actuarial Pricing Analytics - North America to take on key responsibilities within a world-class actuarial function. Make your mark in Actuarial Our Actuaries are on the front lines, quantifying risk, pricing insurance and reserving losses for AIG’s major insurance operating companies, globally. We collaborate with Finance, Claims, Operations, Marketing and Risk Management, among other functions. As an AIG actuary, you will be challenged and encouraged to reach your greatest potential to help improve how we predict, manage and mitigate risk. How you will create an impact The Modelling & Advanced Analytics team, within Actuarial - Global Pricing, support the broader global Actuarial function in calibrating commercial lines rating solutions through predictive modelling and market insights. The raters are used by underwriters...
AIG Chicago, IL Full Time
AIG
10/24/2026  
Senior Executive Underwriter, Excess Casualty, National Accounts
At AIG, we are reimagining the way we help customers to manage risk. Join us as a Senior Executive Underwriter 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 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   Take ownership for achieving goals and outcomes. Oversee a range of programs and processes, in addition to handling complex underwriting. Successfully balancing the needs...
AIG Chicago, IL Full Time
AIG
10/24/2026  
Zonal Claims Executive
At AIG, we are reimagining the way we help customers to manage risk. Join us as a Zonal Claims Executive 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 Stewardship 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 The Zonal Claims Executive is the key enabler to promoting AIG Claims as a competitive differentiator by providing local resolution of complex claims issues and offering clients and brokers access to claims senior management.  Manages the zonal team of claims client...
AIG Chicago, IL Full Time
CNA
10/24/2026  
Senior AI Engineer - Guidewire
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 responsible providing a high level of expertise in systems analysis and design, application development and/or integration, and testing of complex systems applications to support business needs. Provides guidance to others informally and formally leads teams on a project and/or program. The focus of this position will be leading, architecting, designing, developing or integrating business applications. JOB DESCRIPTION: Essential Duties & Responsibilities   Performs a combination of duties   in accordance with   departmental guidelines:   Define and drive the AI-first engineering vision and strategy across development teams, promoting...
CNA Chicago, IL Full Time
Allstate
10/24/2026  
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
Allstate
10/24/2026  
Large Loss Property Adjuster - Field Estimating - Chicago, IL
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 A day in the life of a Large Loss Field Property Adjuster, and what it takes to do the job! As a Large Loss Field Property Adjuster, you will be dedicated to providing exceptional service to our policyholders. Your primary responsibility will involve traveling to our customers' homes to conduct on-site inspections, investigate coverage, prepare estimates, and settle claims promptly and efficiently. Additionally, you will handle virtual claims countrywide, leveraging various platforms and software such as Xactimate and ClaimsX...
Allstate Chicago, IL Full Time
Ryan Specialty
10/23/2026  
Business Solutions Director
RT Specialty, a division of Ryan Specialty, is a leading wholesale distributor of specialty insurance products and services. Our experienced brokers are specialized in property, casualty, professional lines, transportation and workers’ compensation, providing creative solutions to retail brokerage firms. We define ourselves through our superior execution on behalf of our clients, which has established us as a leader in the industry. Position Summary The Business Solutions Director is a key function for RT Specialty, maintaining the overall goals and vision of their workstream as it pertains to technology and operational strategy. The Business Solutions Director will set the roadmap for the year while also demonstrating ability to quickly change as outside factors arise. The Business Solutions Director will consistently drive ideas forward while creatively push the boundaries on solutions, keeping in mind increased efficiency, ease of use, and flexibility as key factors for...
Ryan Specialty Chicago, IL Full Time
Pet Partners Pet Insurance
10/23/2026  
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
Independence Pet Group
10/23/2026  
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
GEICO
10/21/2026  
Associate Experience/Project Management Lead
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. The Associate Experience & Project Management Lead is responsible for driving strategic initiatives that enhance the associate experience through project leadership, data-driven insights, process improvement, and cross-functional...
GEICO Chicago, IL Full Time
Nationwide
10/21/2026  
Executive Underwriting Director, Brokerage Excess
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. Lead the future of specialty insurance as our Executive Underwriting Director in Brokerage Excess . Drive strategy, financial performance, and growth for a regional Excess portfolio while building upon your existing strong broker and program manager relationships. Join a collaborative, fast-paced E&S/S team where your leadership can shape solutions others can’t offer and grow your career with us! #LI-AS1 #LI-remote Job Description Summary Are you...
Nationwide Chicago, IL Full Time
Origami Risk
10/21/2026  
Human Resources Business Partner
Overview Build your strategic edge. Take on bigger challenges. Shape what’s next. Some HR roles are about keeping things running. This one is about helping a technology business set the course for what comes next. We’re looking for a HR Business Partner to support our global Product, Engineering, and QA Teams. You are someone who’s built a foundation in HR and is ready to tackle business challenges and grow toward the next level. You’ll work with our tech leaders in a fast-paced environment where priorities shift, the questions aren’t always easy, and your perspective matters.   The best part? You won’t be figuring it out on your own. You’ll join an established HR team with playbooks, experienced leaders, and a collaborative culture. We’re a financially stable tech company, not a startup, and we invest in building talent and promoting from within.   Starting base pay for this role is between $95,000 and $115,000. The actual base pay is...
Origami Risk Chicago, IL Full Time
Safety National
10/20/2026  
Construction, Senior Regional Underwriting Manager
At Safety National, we don’t just offer jobs – we build careers with purpose! Since 1942, we’ve been an industry leader, valuing integrity, teamwork, and stability while providing competitive rewards, top-tier benefits, career growth opportunities, and flexible work options that promote balance. With tuition reimbursement, wellness perks, and a strong community impact, we invest in your success—both personally and professionally. Ready to grow with us? Apply today! Follow this link to view all of our available careers and apply: https://www.safetynational.com/careers-page/ This opportunity is in the Insurance Underwriting department The Insurance Underwriting Department offers a culture of empowerment to produce results and resolve clients’ issues. Our team has an excellent track record of success with an experienced and creative group of people that work well together while underwriting various lines of coverage for large accounts representing numerous industries. Role...
Safety National Chicago, IL Full Time
Nationwide
10/20/2026  
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. Areas of focus for this role: I dentifying expansion opportunities within the territory by partnering with brokers on new business development, producer planning, and target account strategies. Contributing to territory-level business planning by tracking production, visibility, and marketing trends and activities Supporting the negotiation and execution of indemnity, collateral, and other risk-mitigation arrangements on larger or more complex accounts...
Nationwide Chicago, IL Full Time
Acrisure
10/18/2026  
VP, U.S. Compliance
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 The Vice President, U.S. Compliance is responsible for building, overseeing, and continuously enhancing the Company’s enterprise compliance program for the U.S.-based businesses. Reporting to the Company’s Chief Compliance Officer, this...
Acrisure Chicago, IL Full Time
CNA
10/18/2026  
Underwriting Trainee (Commercial Industry Segments)
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: CNA’s Underwriting Trainee Program offers a rewarding career path for individuals interested in working for a company that provides hands on experience and unique opportunities. As an Underwriting Trainee, you will have access to professional skills development, productivity courses and much more. Our curriculum provides:   Instruction in insurance basics; underwriting, professional, sales and marketing skills. Technical training within discipline(s) and deeper knowledge of the broader industry. A combination of on the job and virtual training. Exposure to multiple lines of business and industry segments through a formal mentoring program....
CNA Chicago, IL Full Time
Sedgwick
10/15/2026  
Workforce Absence Team Lead
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 Workforce Absence Team Lead PRIMARY PURPOSE:  To supervise the operations of multiple teams of examiners and technical staff for disability claims for clients; to monitor colleagues' workload, provide training, and monitor individual claim activities; to provide technical/jurisdictional direction to examiner reports on claims adjudication; and to maintain a diary on claims within the teams including frequent diaries on complex or high exposure claims. ESSENTIAL...
Sedgwick Chicago, IL Full Time
Ascot Group
10/10/2026  
Senior Underwriter, Excess Casualty - Central
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 flourishes   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...
Ascot Group Chicago, IL Full Time
Sedgwick
10/10/2026  
Workforce Absence Team Lead
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 Workforce Absence Team Lead PRIMARY PURPOSE:  To supervise the operations of multiple teams of examiners and technical staff for disability claims for clients; to monitor colleagues' workload, provide training, and monitor individual claim activities; to provide technical/jurisdictional direction to examiner reports on claims adjudication; and to maintain a diary on claims within the teams including frequent diaries on complex or high exposure claims. ESSENTIAL...
Sedgwick Chicago, IL Full Time

 

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