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Chicago leadership development Illinois

152 leadership development jobs found in Chicago, IL

EPIC Insurance Brokers & Consultants
04/14/2026  
Transactional Insurance Broker - Mergers & Acquisitions
Greyling Insurance Brokerage, a division of EPIC, (“Greyling”) is a leading insurance broker and risk management consultant for architecture, engineering, construction contracting, and legal services firms. Our clients design, construct, and litigate over some of the most interesting and complex construction projects in the world. They also engage in frequent merger and acquisition activity, which requires extensive due diligence services and support. Greyling provides merger & acquisition due diligence services as they relate to property, casualty, professional, cyber, and management liability insurance.  Greyling clients request this service when the clients are acquiring another entity.   JOB OVERVIEW: This is a NEW ROLE on the team! The  Transactional Broker – Mergers & Acquisitions will be responsible for executing merger and acquisition due diligence services for our clients. This role will partner closely with the broker teams to best handle client...
EPIC Insurance Brokers & Consultants Chicago, IL
EPIC Insurance Brokers & Consultants
04/10/2026  
Managing Consultant - Life, Disability, and Absence
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 San Francisco 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 amazing...
EPIC Insurance Brokers & Consultants Chicago, IL
CCC Intelligent Solutions
03/11/2026  
Senior Manager, Leadership & Learning Innovation
Salary range is: $119,030.52 - $160,000.00 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 The Senior Manager, Leadership & Learning Innovation is a strategic and hands-on leader responsible for designing, delivering, and scaling...
CCC Intelligent Solutions Chicago, IL Full Time
Acrisure
03/11/2026  
Senior Manager Sales Commissions Operations
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. About the Role The Sr. Manager, Sales Commissions Operations is a key leadership role responsible for building, scaling, and leading a newly established Sales Commissions Operations function. This role oversees the full operational lifecycle of monthly and...
Acrisure Chicago, IL Full Time
Applied Systems
03/02/2026  
Sr. Director, NA People Business Partners
Job Description Sr Director, People Business Partners - North America Applied Systems, Inc., a global leader in insurance technology, is seeking a Sr Director, People Business Partners – North America to help shape the future of work at Applied and strengthen the experience of ~2,200 team members across the region. This strategic leader will oversee a team of five Senior People Business Partners. This role is key in ensuring our people strategies enable our business strategy.   As a member of the People Leadership Team, you will empower leaders, elevate organizational capability, and build an environment where talent thrives and teams can do the best work of their careers. You will guide the North America PBP operating model and ensure our people practices fuel performance, scalability, and long ‑ term company success.   You’ll partner with COEs and collaborate with regional People leaders globally to deliver solutions that enhance growth,...
Applied Systems Chicago, IL
HUB International
02/26/2026  
TBM Planning Manager/Senior Manager
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 TBM Planning Manager / Senior Manager We are...
HUB International Chicago, IL Full Time
Liberty Mutual
04/23/2026  
Staff Attorney
Description This role is primarily remote in the state of Illinois except for required appearances.   At Liberty Mutual, we’re committed to delivering exceptional legal services to our customers around the world, working to uphold and protect our policyholders’ rights and positively impacting our business. As an Attorney at Liberty Mutual, you’ll join a diverse team that values a healthy work/life balance and enjoy benefits that include eligible performance bonuses, 20 days of flexible time off each year, personal holidays, and a 401(k) plan with matching contributions. If you’re looking for a place to build a long-term career while making a positive difference, consider joining our legal team where you’ll represent Liberty Mutual and our policyholders in moderately complex civil litigation matters involving claims for monetary damages or compensation for personal injuries or property damage of moderate value.   Liberty Mutual is seeking a skilled and...
Liberty Mutual Chicago, IL Full Time
Liberty Mutual
04/22/2026  
Reg'l Mgr 3, Risk Control
Description Lead the delivery of Risk Control Services to improve underwriting results through risk improvement, risk retention strategies and underwriting risk assessment. Identifies, develops, and executes the Risk Control strategies, services, and programs while managing change through a multi-year, metrics-driven transformation. Accountable for building a high-performance culture, continuous process improvement, workforce management, impact, and outcomes. Responsibilities Drives quality of team engagement, including implementation of Division Risk Assessment and Service Strategies. Actively participates in the divisional strategic planning process, maximizing impact on customer risk of loss as well as market differentiation with Brokers. Develops and leads relationships with key Underwriting market segment leaders in National Insurance to operationalize those strategies. Ensures alignment between staff technical/consultative skills and service...
Liberty Mutual Chicago, IL Full Time
CNA
04/22/2026  
AVP Product Leader Public and Private Directors & Officers Liability
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.  Officer position responsible for providing overall underwriting excellence for Public and Private Directors & Officers Liability Insurance, including product design, regulatory compliance, and system enablement, in accordance with the company’s strategic plans. In this officer-level role, you’ll shape product design and policy language, ensure regulatory readiness, and partner with key stakeholders to deliver system enablement and a best-in-class underwriting experience aligned to the company’s strategic priorities. This role is well suited for a leader who brings deep expertise in underwriting and a strong command of policy language and product development—gained through a blend of...
CNA Chicago, IL Full Time
CNA
04/22/2026  
Financial 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 Corporate Actuarial Accounting & Reporting Team. In this role, under broad supervision, you will work with management in the development, creation and implementation of management reporting and analysis. You will play an active role in modernizing the team’s reporting capabilities by leveraging modern tools and AI-enabled solutions. You will provide accounting support and timely financial data, reports, and reporting tools as part of the monthly close process, enabling management to make critical business decisions. New accounting grads will be considered and encouraged to apply. JOB DESCRIPTION: Essential Duties & Responsibilities Performs a...
CNA Chicago, IL Full Time
Ryan Specialty
04/22/2026  
Senior Data Analyst
Position Summary We are looking for a contract Senior Data Analyst to join a project that is projected to run through the end of the year. In this role, you will be responsible for analytic data needs, handling complex data projects. What will your job entail? *This is a contract/temporary role that will be tentatively running through the remainder of this year* Key Responsibilities Analyze, extract, transform, and reconcile large, complex datasets across multiple internal systems and external data sources. Provide analytical support for operational areas including claims, policy, client, and underwriting data. Identify trends, anomalies, risks, and improvement opportunities through data analysis; clearly communicate findings and recommended actions to leadership. Develop, maintain, and automate recurring and ad hoc reports, dashboards, and management deliverables. Model and analyze data using SQL, Excel, Access, and enterprise data warehouse tools. Build and...
Ryan Specialty Chicago, IL Full Time
Liberty Mutual
04/21/2026  
Technical Director
Description Position Summary We are seeking a Technical Director in a highly visible role for one of our largest accounts. This position serves as a primary technical advisor and strategic partner to the customer, partnering directly with their Global Health & Safety leaders to identify, quantify, reduce, and eliminate risk across complex logistics operations. The role is central to advancing the Crash Prevention Strategy. This position is work from home, due to the dedicated aspect of the account, but does require up to 30% overnight travel to various customer locations across the U.S. and possible internationally. Position may require occasional early morning, evening, or weekend support based on operational needs. Strategic Impact As a senior technical leader, the Technical Director shapes long-term safety strategy, translates emerging science and technology into actionable solutions, and ensures alignment with Liberty Mutual’s leadership...
Liberty Mutual Chicago, IL Full Time
Allstate
04/21/2026  
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 Field Property Adjuster, and what it takes to do the job! As a 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 Video Collaboration....
Allstate Chicago, IL Full Time
Ryan Specialty
04/21/2026  
Product Manager – RT Connector, Digital
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 RT Connector, a division of Ryan Specialty, is seeking a Product Manager to join our team in Chicago, IL. We are a dynamic, fast-growing organization that offers an exciting opportunity for professionals looking to advance their careers in a high-energy, collaborative environment. The Product Manager will own the execution and evolution of RT Connector’s retail agent platform, ensuring it delivers a seamless, intuitive experience enabling retail agents to efficiently do business with RT Specialty. This role plays a critical part...
Ryan Specialty Chicago, IL Full Time
WTW
04/19/2026  
Managing Director, Work Transformation & Job Redesign
The Role As a Managing Director of Work Transformation & Job Redesign you will serve as a senior seller and advisor within WTW’s Work, Rewards & Careers practice, helping clients clarify the what , who, when and where of how work gets done to deliver business outcomes.    This role focuses on work and job redesign — understanding how work gets done, how roles and jobs should evolve, and what capabilities are required — to create clear accountability, scalable capacity, and to deliver business results.   You will work with business and HR leaders to assess and redesign work and jobs; analyze how work is structured across roles, processes and operating models; identify where roles, responsibilities and ways of working need to evolve; and ensure the underlying work infrastructure supports changing business needs. This includes drawing on expertise in work, job and process analysis, workforce analytics and strategic workforce planning, and organization...
WTW Chicago, IL Full Time
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
Acrisure
04/19/2026  
Commercial Large Senior Placement Specialist
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 individual in this role is a seasoned insurance professional responsible for leading the execution of new business and renewal processes for mid-to-large commercial insurance accounts. This includes overseeing timelines, conducting exposure...
Acrisure Chicago, IL
The Hartford
04/19/2026  
Underwriting Officer, Wrap Ups & Loss Sensitive Construction
Underwriting Officer - UQ05EE 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.              ABOUT US The Hartford underwrites human achievement. Our Construction underwriting organization supports complex construction projects through disciplined underwriting, strong governance, and close collaboration across the enterprise. ROLE OVERVIEW The Underwriting Officer is responsible for technical underwriting leadership, portfolio governance, and disciplined execution across Wrap-Up (OCIP/CCIP) and Loss Sensitive Construction programs. This role serves as the primary underwriting authority for these segments, providing oversight of complex structures, portfolio performance, and risk selection while engaging selectively with brokers and key...
The Hartford Chicago, IL Full Time
Ryan Specialty
04/19/2026  
Director of Data Engineering
Position Summary The Director of Data Engineering is responsible for building and operating the data engineering function within Ryan Specialty’s corporate data organization. This role is accountable for the silver and gold layer of the medallion data architecture thus transforming raw ingested data into clean, conformed, and business-ready data assets that serve as the foundation for downstream consumption. Beyond technical delivery, this role builds and scales a high-performing engineering team, establishes disciplined software development practices, and manages the contractor and external parties that augment internal capacity. An ideal candidate should be collaborative and dynamic and be able to work across the organization on a fast-paced and quickly evolving team. The leader will have five primary responsibilities: 1. Own and deliver the silver and gold layer of the medallion data architecture 2. Establish and enforce a standardized software development lifecycle for...
Ryan Specialty Chicago, IL Full Time
HUB International
04/19/2026  
Account Manager - Hotel Franchise
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 that...
HUB International Chicago, IL Full Time

 

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