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Chicago regional sales director

25 regional sales director jobs found in Chicago

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, USA Full Time
Liberty Mutual
02/12/2026  
Wholesale Distribution Director - West Region
Description Advance your Career at Liberty Mutual Insurance - A Fortune 100 Company!   Liberty Mutual Group is a diversified global financial services company headquartered in Boston, MA. Our company, which is one of the largest Property and Casualty insurers in the US., employs over 50,000 people in more than 900 offices around the world.    At Liberty Mutual, we work with both retail and wholesale agents and brokers, and our wholesale-dedicated Ironshore brand engages in the US wholesale market. Ironshore is looking to hire a Wholesale Branch Executive whose territory will cover the Central and Western US (inclusive of Chicago and Texas) in addition to managing select national wholesale broker relationships. You will work with key brokers to drive profitable growth and represent the Ironshore and Global Risk Solutions (GRS) brand and all business segments that engage in the wholesale market. Additionally, they will partner with internal...
Liberty Mutual Chicago, IL, USA Full Time
WTW
02/08/2026  
Healthcare Financial/Actuarial Director
As a Health and Benefits Financial/Actuarial Director, you will serve as the financial lead for large, complex client assignments. You’ll leverage your experience as a benefits financial/actuarial expert to make strategic recommendations on funding, plan design and innovative financial solutions. You will apply your financial management and data analytics expertise to solve complex client problems and to lead the development of new H&B intellectual capital. Communicates and delivers complex concepts and financial/actuarial/analytic results to effectively drive client action and improve plan performance Leads Medium to Large clients’ financial/actuarial engagements ​Develops and delivers the financial/actuarial strategy for a portfolio of Medium and/or Large clients  Drives revenue growth through client sales of additional actuarial, financial, and/or risk solutions Provides consulting quality reviews...
WTW Chicago, IL, USA 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, USA Full Time
WTW
01/11/2026  
Senior Director, Health & Benefits, Client Service Team
Summary As a Senior Director you will make a valuable difference every day to our high-profile clients and prospects by developing leading edge solutions to address their health and benefits and broader benefits issues.  You will lead large, highly visible client engagements as well as develop and manage active pipelines, grow relationships with current and prospective clients, and demonstrate how our organization’s superior strategic resources and capabilities can address their concerns.  You will serve as a key voice to the marketplace of one of the world’s leading HR consulting firms and have the ability to contribute to the evolution of health care delivery in North America. The Role Serve as the strategic partner and trusted advisor to large, complex clients in the design and management of their health and benefits programs,  Primary accountability for creating and executing a business strategy to penetrate the local and regional market in obtaining completely new...
WTW Chicago, IL, USA Full Time
Berkley
11/25/2025  
Territory Sales Director
Company Details   Berkley Select delivers professional liability insurance solutions to individuals, businesses, professional services firms, and nonprofit organizations.   As a Berkley company, Berkley Select is staffed with a team of experts with a specific focus on Professional Liability. Berkley Select utilizes individual risk underwriting, loss control, and claims practices to provide superior products and services to its customers.   Berkley Select is a Berkley Company. W. R. Berkley, founded in 1967, is one of the nation’s premier commercial lines property casualty insurance providers. W. R. Berkley Corporation (NYSE: WRB).   Company URL:  https://www.berkleyselect.com   The company is an equal employment opportunity employer.     Responsibilities As a Territory Sales Director, you will be the face of Berkley Select in your region, driving profitable growth, deepening strategic relationships with...
Berkley Chicago, IL, USA
Huntington
03/26/2026  
Private Bank Analyst - Portfolio Manager
Description Summary: The Private Bank Analyst - Portfolio Mgr is an entry level position and involves learning all aspects of successfully managing a portfolio of client household relationships and the associated delivery of high quality services with the intention of moving into the next level position within 24 months and being responsible for the sales goals of that Level I position.  Duties and Responsibilities: The Analyst will be trained in an investment and Portfolio Manager role, along with a broad knowledge of sales and service capabilities.  Excellent networking and new client acquisition skills need to be developed in anticipation of moving into a sales role.  Engages the appropriate practice specialty professionals to provide the fully integrated delivery of comprehensive Private Bank services.  Responsible for supporting high client service levels, strong retention and suitable contribution to...
Huntington Chicago, IL, USA 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, USA Full Time
Travelers
03/25/2026  
Sr. Loss Sensitive Construction Underwriter, Account Executive Officer
Who Are We? Taking care of our customers, our communities and each other. That’s the Travelers Promise. By honoring this commitment, we have maintained our reputation as one of the best property casualty insurers in the industry for over 170 years. Join us to discover a culture that is rooted in innovation and thrives on collaboration. Imagine loving what you do and where you do it. Job Category Underwriting Compensation Overview The annual base salary range provided for this position is a nationwide market range and represents a broad range of salaries for this role across the country. The actual salary for this position will be determined by a number of factors, including the scope, complexity and location of the role; the skills, education, training, credentials and experience of the candidate; and other conditions of employment. As part of our comprehensive compensation and benefits program,...
Travelers Chicago, IL, USA Full Time
HUB International
03/22/2026  
Vice President - 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 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...
HUB International Chicago, IL, USA Full Time
CCC Intelligent Solutions
03/17/2026  
Client Partner, Regional Accounts
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 Salary range is: $106,277 - $175,000 This position is bonus and/or commission eligible. Reporting to the Vice President, Head of Regional Sales, the Client Partner, Regional is responsible for managing and growing a territory of 15–20 client...
CCC Intelligent Solutions Chicago, IL, USA Full Time
Unum Group
03/17/2026  
Regional Broker Manager, Colonial Life - Chicago/St. Louis
Job Posting End Date: March 27 When you join the team at Unum, you become part of an organization committed to helping you thrive. Here, we work to provide the employee benefits and service solutions that enable employees at our client companies to thrive throughout life’s moments. And this starts with ensuring that every one of our team members enjoys opportunities to succeed both professionally and personally. To enable this, we provide:  Award-winning culture  Inclusion and diversity as a priority  Competitive benefits package that includes: Health, Vision, Dental, Short & Long-Term Disability  Generous PTO (including paid time to volunteer!)  Up to 9.5% 401(k) employer contribution  Mental health support  Career advancement opportunities  Student loan repayment options  Tuition reimbursement Flexible work environments  *All the benefits listed above are subject to the terms of their individual Plans. And that’s just the...
Unum Group Chicago, IL, USA Full Time
Crum & Forster
03/16/2026  
VP, Middle Market Solutions Underwriting MidWest
Crum & Forster Company Overview Crum & Forster (C&F) , with a proud history dating to 1822, provides specialty and standard commercial lines insurance products through our admitted and surplus lines insurance companies. C&F enjoys a financial strength rating of "A+"(Superior) by AM Best and is proud of our superior customer service platform. Our claims and risk engineering services are recognized as among the best in the industry. Our most valuable asset is our people: more than 2000 employees in locations throughout the United States. The company is increasingly winning recognition as a great place to work, earning several workplace and wellness awards, including the 2024 Great Place to Work® Award  for our employee-first focus and our steadfast commitment to diversity, equity and Inclusion. C&F is part of Fairfax Financial Holdings, a global, billion dollar organization.  For more information about Crum & Forster, please visit...
Crum & Forster Chicago, IL, USA Full Time
CNA
03/06/2026  
Distribution Operations 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.  JOB DESCRIPTION: The Distribution Operations Analyst on the Distribution Enablement team is responsible for supporting CNA regions, business units, underwriters, and external distribution partners, including brokers, across distribution and agency operations. Collaborates with Underwriting resources to educate them on contracts, applications and processes that impact agency experience and production. Partners with Underwriting resources and Brokers to understand and analyze agency issues and develop solutions to provide high quality internal and external service and experience. The ideal candidate is a recent college graduate seeking to begin a long‑term career in insurance...
CNA Chicago, IL, USA 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, USA Full Time
HUB International
03/03/2026  
Strategic Resource 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. Position Overview The Strategic Resource Manage r (SRM) is a...
HUB International Chicago, IL, USA Full Time
Arch
02/19/2026  
AVP, Business Development
With a company culture rooted in collaboration, expertise and innovation, we aim to promote progress and inspire our clients, employees, investors and communities to achieve their greatest potential. Our work is the catalyst that helps others achieve their goals. In short, We Enable Possibility℠. This position is directly accountable for the following responsibilities:  Drive regional business development priorities with Arch’s business units and agency/broker partners that support growth strategies. Utilize internal and external data platforms to analyze progress of priorities; when appropriate, recommend refinement of priorities to more appropriately align with current market environment. Serve as a point of contact for agents/brokers in the region for product support, appetite awareness, quality service, opportunity assessments, and the overall fulfilment of multiline needs. Support generation of new and manage current relationships to meet or exceed revenue goals...
Arch Chicago, IL, USA Full Time
HUB International
02/01/2026  
AI Product Owner
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.  Position Overview HUB is...
HUB International Chicago, IL, USA Full Time
Huntington
01/20/2026  
Private Bank Region Manager - Illinois/Wisconsin
Description Summary: The Private Bank Region 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, USA Full Time
Berkley
01/06/2026  
Territory Manager
Company Details   Berkley Management Protection offers a modular suite of management liability products through the Grove℠, their bespoke and easy to use platform where users can quote, bind & issue. Their Trellis Management Liability Portfolio℠ of coverages include directors and officers, employment practices, fiduciary, cyber, crime and miscellaneous professional liability.     Company URL:          https://www.berkleymp.com/ Responsibilities This position is the marketing focal point for Berkley Management Protection in a given state or territory. Designated to coordinate resources and expertise in meeting and exceeding results in that state or territory.   All agency management and distribution strategies and tactics will be implemented by the Territory Manager. The Territory Manager will report directly to the AVP and will also collaborate with underwriting. The Territory Manager position works with the AVP...
Berkley Chicago, IL, USA Full Time

 

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