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Chicago regional sales leader

20 regional sales leader jobs found in Chicago

WTW
04/16/2026  
Growth Operations Leader
About the Role We are seeking a dynamic and results-driven Growth Operations Leader to help shape and accelerate the growth trajectory of our Corporate Risk & Broking (CRB) business across North America. This is a highly visible leadership role responsible for driving revenue growth, enhancing sales effectiveness, strengthening client engagement, and elevating our market presence. Partnering closely with Specialty and Regional Leadership, Broking, Sales Operations, and industry teams, you will play a critical role in building a high-performance culture, aligning strategy with execution, and delivering sustained, profitable growth. Why Join Us This is an opportunity to play a pivotal role in shaping the future growth of a leading North America business. You will work alongside top industry leaders, influence strategy at scale, and help build a culture centered on performance, innovation, and client excellence. What You’ll Do Drive Growth...
WTW Chicago, IL Full Time
AXIS
04/08/2026  
Lead Underwriter, US Excess Casualty
This is your opportunity to join AXIS Capital – a trusted global provider of specialty lines insurance and reinsurance.  We stand apart for our outstanding client service, intelligent risk taking and superior risk adjusted returns for our shareholders. We also proudly maintain an entrepreneurial, disciplined and ethical corporate culture.  As a member of AXIS, you join a team that is among the best in the industry. At AXIS, we believe that we are only as strong as our people. We strive to create an inclusive and welcoming culture where employees of all backgrounds and from all walks of life feel comfortable and empowered to be themselves. This means that we bring our whole selves to work.  All qualified applicants will receive consideration for employment without regard to race, color, religion or creed, sex, pregnancy, sexual orientation, gender identity or expression, national origin or ancestry, citizenship, physical or mental disability, age, marital status, civil...
AXIS Chicago, IL Full Time
HUB International
04/03/2026  
Senior Operations Lead
Job Description 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 Senior Operations Lead...
HUB International Chicago, IL Full Time
HUB International
02/14/2026  
National Analytics Practice Leader, Commercial Lines
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 one of the largest 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.  SUMMARY OF ROLE: The National...
HUB International Chicago, IL Full Time
WTW
02/01/2026  
Senior Director, Executive Compensation and Board Advisory
Summary As a Senior Director in the Executive Compensation and Board Advisory practice you will be primarily responsible for selling, leading and delivering large client engagements and serving as a strategic advisor to clients in your areas of subject matter expertise. You’ll also contribute your thought leadership to the overall development of the Executive Compensation practice and act as a coach and mentor for fellow colleagues. Specific client engagements could include the following: Executive compensation benchmarking Short and long-term incentive design Compensation Committee advice/support Board Advisory Working closely with colleagues in other Work & Rewards practices to sell and deliver on broader rewards strategy projects, including our broad-based employee solutions (compensation, careers, skills, etc.), and our proprietary data and software solutions Partnering with colleagues in our other Health, Wealth, and Career...
WTW Chicago, IL Full Time
AIG
01/25/2026  
Regional Production Specialist, Excess & Surplus Lines
At AIG, we are reimagining the way we help customers to manage risk. Join us as a Regional Production Specialist, Lexington Casualty 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 Lexington Casualty Underwriting Lexington Insurance   AIG’s Lexington Insurance Company is the leading US-based surplus lines insurer. For over 50 years, it has provided flexible solutions to companies and organizations of all sizes – from Fortune 100 corporations to small and middle market entities. Lexington is renowned for its ability to help brokers find solutions to the most challenging insurance needs of their clients. Drawing on their entrepreneurial spirit, colleagues are encouraged each day to rise to challenges and embrace opportunities to make a difference. How you will create an impact Independently select, monitor, and price new and renewal business according to Company...
AIG Chicago, IL Full Time
HUB International
08/24/2025  
Senior Account Manager and Team Lead - 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...
HUB International Chicago, IL Full Time
AIG
06/25/2025  
Senior Executive Underwriter, AIGRM
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 AIG Risk Management, AIGRM. 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 This role may supervise a group of Senior and Associate Underwriters, including designing and monitoring work, development of underwriting and/or marketing...
AIG 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
The Hartford
04/19/2026  
Executive Underwriter, National Accounts Casualty
Executive Underwriter - UW07CD 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.              As an Executive Underwriter in National Accounts at The Hartford, you will be responsible for the casualty lines of National Accounts (typically accounts with more than 500 employees) which are written utilizing loss sensitive plans, such as large deductibles and self-insured retentions. You will underwrite and manage a book of business as well as working with brokers and clients on servicing that book, driving new business opportunities, and developing relationships with assigned brokers located throughout the territory that are assigned to.   Responsibilities Creatively use underwriting tools, techniques, and program structures to write...
The Hartford Chicago, IL Full Time
HUB International
04/16/2026  
Associate Account Manager – Executive Liability
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 450 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
HUB International
04/11/2026  
Senior Vice President, Global Controller
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   one of the   largest 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...
HUB International Chicago, IL Full Time
Huntington
04/07/2026  
Private Bank Market Manager III - Illinois/Wisconsin
Description Summary: The Private Bank Market Manager - Illinois/Wisconsin is responsible for managing and directing all Private Banking sales and service activities for a large region to provide leadership and guidance to Relationship Managers to deepen relationships within the region. Duties and Responsibilities: Establishes strategic plans and marketing initiatives that support business development goals within the market to achieve success across the Private Banking team. Responsible for meeting performance expectations relative to financial objectives for the region. Actively involved in identifying and cultivating relationships with centers of influence and internal leaders across all business segments to meet OCR expectations. May personally manage selected large accounts or portfolios of a complex or sensitive nature. Performs other duties as assigned. Basic Qualifications: Bachelor's...
Huntington Chicago, IL Full Time
HUB International
04/02/2026  
Sr. Risk Consultant, Enterprise Security Risk Management – Business Continuity Management Systems Specialist
ABOUT US At HUB International, we are a team of entrepreneurs. We believe in empowering our clients, and we do so by protecting businesses and individuals in our local communities. We help businesses evaluate their risks and develop solutions tailored to their needs. We believe in empowering our employees. As a global firm, we offer employees resources in both technology and industry expertise, but we still maintain the local flavor of our offices. 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 one of the largest global insurance and employee benefits broker, providing a boundaryless array of property, casualty, risk management, life and health, employee benefits, investment and wealth management products and services. With over 20,000 employees in more than 600 offices throughout North America, HUB has grown substantially, in part due to our industry...
HUB International Chicago, IL Full Time
Liberty Mutual
03/25/2026  
Wholesale Management Liability Executive Underwriter
Description     Our Financial Lines Underwriting Team is seeking a highly motivated individual with strong analytical and sales skills to fill an Executive Underwriter opportunity on our Commercial D&O team in Chicago to focus on growing our wholesale brokerage book of business.      This position is a wholesale focused executive underwriter role that will contribute to the growth and profitability of our Private, Not-For-Profit, and Public Directors & Officers, Employment Practices, and Fiduciary Liability product lines through marketing, underwriting, and general product management.  Some risks may require special handling or unusual coverages, including manuscript policy development. The position demonstrates functional technical knowledge of relevant underwriting concepts, practices, procedures, and techniques, to include; coverage issues, multiple product lines, marketing, relevant systems, and competition in the market place. Strong Midwest...
Liberty Mutual Chicago, IL Full Time
HUB International
03/15/2026  
Field Marketing Specialist
ABOUT US At HUB International, we are a team of entrepreneurs. We believe in empowering our clients, and we do so by protecting businesses and individuals in our local communities. We help businesses evaluate their risks and develop solutions tailored to their needs. We believe in empowering our employees. As a global firm, we offer employees resources in both technology and industry expertise, but we still maintain the local flavor of our offices. 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 one of the largest global insurance and employee benefits broker, providing a boundaryless array of property, casualty, risk management, life and health, employee benefits, investment and wealth management products and services. With over 20,000 employees in more than 600 offices throughout North America, HUB has grown substantially, in part due to our industry...
HUB International Chicago, IL Full Time
Starr Insurance
03/13/2026  
Senior Underwriter
Join Starr, a global leader in commercial insurance with over a century of expertise. We empower our employees to innovate, make impactful decisions, and build lasting client relationships worldwide. At Starr, you'll work in an entrepreneurial culture alongside accessible leaders, leveraging our financial strength and vast industry experience to deliver solutions for our clients, no matter how complex. Grow your career with a rapidly growing company that invests in its people and their ability to drive real progress. Essential Job Functions Analyze and underwrite technical risk exposures on new and renewal business Maintain an existing account renewal book Travel to and conduct client and broker meetings on all major renewals Develop new business account production. Travel to and complete marketing/sales meeting in assigned territories within the Midwest Region Ensure underwriting and service standards are met on assigned accounts Develop insurance proposals, prepare...
Starr Insurance Chicago, IL Full Time
Hiscox
03/04/2026  
Underwriter, Professional Risks
Job Type: Permanent Build a brilliant future with Hiscox   Drive growth with an ambitious team of A&E Underwriters at Hiscox Position: Underwriter Reporting to Regional Manager– A&E Location: Chicago, Los Angeles   The Role: Hiscox USA is currently searching for a dynamic, engaging and solutions-oriented Underwriter to drive new professional liability business and handle complex renewal business within the A&E sector in the Mid-West/West Coast regions. This position provides a unique opportunity for a professional liability generalist or an A&E/construction specialist to join a fast paced, dynamic team to write policies tailored to the specific requirements of the A&E sector. Lines of business include commercial general liability, professional liability (E&O) and cross-sold Cyber from time to time. In addition to insuring architects and engineers, we also specialize in contractors (interior & exterior), real estate...
Hiscox Chicago, IL Full Time
Markel
10/19/2025  
Manager, Business Development - Central Region
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 Business Development Manager position will be responsible for maintaining and growing Markel's relationships with our retail strategic partners. Your day-to-day duties will include working with underwriters, brokers, Markel leadership, and other key stake holders to profitably grow Markel's book of retail business. The primary geography of the position will be Illinois, Michigan, Ohio, Wisconsin. Total travel will be at least 50%. We are seeking a Business Development Manager for Markel’s Central...
Markel Chicago, IL Full Time
CNA
08/24/2025  
AVP, Underwriting (Technology Industry Segment 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.  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 coverage including Technology Errors & Omissions (Tech E&O), Cyber Liability, comprehensive international solutions, to complement our traditional Property & Casualty lines. With deep industry expertise, flexible capabilities, and a collaborative approach, we design innovative insurance programs tailored to the unique needs of each client. CNA remains the carrier of choice for our valued agent and...
CNA Chicago, IL Full Time

 

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