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Chicago Full Time regional sales director

21 regional sales director jobs found in Chicago

CNA
06/14/2026  
Small Business Territory Manager
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.  Key Outcomes • Increased submission flow, new business conversion, and written premium growth into Small Business through disciplined local engagement and execution • Improved agent, producer, and CSR clarity on appetite, workflows, and “how to do business” with CNA • Strong connectivity between agencies and underwriting, resulting in fewer stalled deals, faster issue resolution, and improved partner experience • Execution of effective territory and agency management plans that support sustainable growth and placement behavior JOB DESCRIPTION: Primary Responsibilities (% of time) Day-to-Day Sales Execution 35% Drive individual submission deal flow into Small Business; manage...
CNA Chicago, IL Full Time
HUB International
07/16/2026  
D365 Platform Engineer
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. We are seeking a skilled D365 Platform Engineer with expertise in...
HUB International Chicago, IL Full Time
HUB International
06/10/2026  
Strategic Resource Associate
Discover a Career That Empowers You — Join HUB International! At HUB International, we’re more than just an insurance brokerage firm — we’re a thriving community of entrepreneurs driven by purpose and passion. Every day, we help individuals, families, and businesses protect what matters most by providing a broad array of insurance, retirement, and wealth management products and services. But we don’t stop there — we also invest deeply in our people. Here, your career is in your hands. You’ll be empowered to learn, grow, and truly make an impact. Whether you're supporting a local business or helping a national client navigate complex risk, you’ll be backed by the strength of a global firm and the heart of a regional team. As one of the world’s largest insurance brokers — and a proud award-winning workplace — HUB offers a unique blend of big-company resources and entrepreneurial spirit. With over 20,000 professionals across 570+ offices in North America, we bring...
HUB International Chicago, IL Full Time
WTW
05/03/2026  
Mid-Market Director – Absence, Disability Management and Leave (ADML)
Overview  WTW is launching a new Mid-Market ADML delivery model focused on clients in the 500 to 5,000 life segment. As part of this strategy, we are establishing a new Mid-Market Director role aligned to each of WTW’s six U.S. geographic regions.  Each Mid-Market Director will have primary responsibility for ADML delivery, market leadership, and client success within their assigned geography.  This is a new role that requires flexibility, comfort with ambiguity, and an entrepreneurial mindset to help build, scale, and refine a differentiated mid-market offering.  The Role Own ADML delivery for mid-market clients (500–5,000 lives) within an assigned U.S. geography  Serve as the senior day-to-day ADML leader for assigned relationships, ensuring high-quality delivery and client satisfaction  Lead projects involving the design and management of absence, disability, leave, life, and AD&D programs  Apply deep expertise across claims,...
WTW 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
WTW
01/11/2026  
Managing Director - Health and Benefits Consulting
Summary As a Managing Director - Health and Benefits Consulting, 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...
WTW Chicago, IL Full Time
CNA
07/16/2026  
VP, Regional Underwriting Manager Midwest (Core Middle Market)
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.  CNA is looking for a strategic and experienced underwriting leader to lead and grow our Core Middle Market business in the Midwest region. As the Regional Underwriting Manager, you will develop underwriting talent, drive underwriting excellence, strengthening portfolio performance across multiple products, and deliver sustainable, profitable growth across the region. This highly visible leadership role offers the opportunity to shape business strategy, build trusted partnerships, and make a meaningful impact within an organization that values leadership, accountability, and long-term success. JOB DESCRIPTION: Essential Duties & Responsibilities Performs a combination of duties...
CNA Chicago, IL Full Time
HUB International
07/13/2026  
VP, Professional & Executive Risk, ProEx Claims
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
Origami Risk
07/10/2026  
(Senior) Sales Executive - Mid-Atlantic
Overview As a Sales Executive in our Mid Atlantic region, you will be responsible for helping to expand the business by identifying new prospects and selling our suite of Integrated Risk Management (IRM) solutions. In this role you will maintain relationships with current clients, build and maintain relationships with new cliets and meet or exceed annual sales quotas. This is a geography-based role, covering Pennsylvania, Maryland, West Virginia, Connecticut, New Jersey, and Delaware.   Starting base pay for this role is between $130,000 and $160,000. The actual base pay is dependent upon many factors, such as transferable skills, work experience, business needs, training, location, and market demands. The base pay range is subject to change and may be modified in the future. This role will be eligible for a bonus as well as competitive medical, dental, and vision benefits, wellness reimbursement, life insurance, and a 401(k) with company match. We offer...
Origami Risk Chicago, IL Full Time
Hiscox
07/09/2026  
Senior Underwriter, Professional Risks
Job Type: Permanent Build a brilliant future with Hiscox   Drive growth with an ambitious team of MPL Underwriters at Hiscox Position: Sr. Underwriter Reporting to Regional Manager – MPL The Role: Hiscox USA is currently searching for a dynamic, engaging and solutions-oriented Sr. Underwriter to drive new professional liability business and complex renewal business within the MPL sector in the West Coast region. This position provides a unique opportunity for a professional liability specialist to join a fast paced, dynamic team to write policies tailored to the specific requirements of the MPL sector. Lines of business include commercial general liability, professional liability (E&O) and cross-sold Cyber from time to time. We also specialize in accountants, real estate agents, property managers, trustees, consultants, freight forwarders, staffing firms, TPAs, associations, and more! Risks vary greatly in size and complexity (from start-ups to...
Hiscox Chicago, IL Full Time
CCC Intelligent Solutions
07/08/2026  
Lead Contracts & Negotiations
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 The Contracts and Negotiation Lead is responsible for partnering with sales leaders to develop and implement customer pricing strategy, deal structure,...
CCC Intelligent Solutions Chicago, IL Full Time
Guardian
06/30/2026  
Client Manager, Premier Market - Chicago, IL or Indianapolis, IN
Guardian's Group Benefits team is seeking a Client Manager, Premier Market in Chicago, IL or Indianapolis, IN who will be the main contact for client service and relationships. The Client Manager will be directly accountable for client satisfaction and enhancing the client experience. You will: Assume overall responsibility for managing planholder/client accounts for Premier brokers (2-999 lives) with the objective of ensuring that client satisfaction, persistency, growth, and profitability goals are achieved Build strong relationships with clients and brokers/consultants through in-market presence Work closely with the respective sales representative to gain their buy-in for the account management strategy and position Strategically manage the lifecycle of a client to develop the right solutions to their benefit needs Balance the needs of the client with those of the business Achieve yearly financial growth & persistency goals You have: BA or BS...
Guardian Chicago, IL Full Time
Liberty Mutual
06/25/2026  
Senior Underwriter, Wholesale Management Liability
Description   Our Financial Lines Underwriting Team is seeking a highly motivated individual with strong analytical and sales skills to fill a Senior 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 Senior 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 wholesale...
Liberty Mutual Chicago, IL Full Time
Crum & Forster
06/22/2026  
Senior Underwriter - Commercial Surety 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...
Crum & Forster Chicago, IL Full Time
Guardian
06/18/2026  
Client Manager Associate - Chicago, IL & Indianapolis, IN
Guardian's Group Benefits Client Management team is hiring a Client Manager Associate! The Client Manager Associate, Premier Market will assume overall responsibility for managing a client book of business in the 2-99 life space. They will be responsible for persistency, growth, and profitability of this book through relationship development with clients, brokers, and key Guardian internal partners. These partners include Underwriting, Sales Support, Service and Claims. This position will also directly work with Sales Representatives to uncover opportunities to add additional lines of coverage to existing business. This position requires the individual to be an ambassador to the business and always use best practices. The Client Manager Associate is directly and/or indirectly accountable for activities associated with renewing plans (plan retention) and adding new lines of coverage (“add issue”) including, but not limited to, generating plan options and quotes for additional...
Guardian Chicago, IL Full Time
AIG
06/18/2026  
Regional Production Specialist Sr, Excess & Surplus Lines
Join us as a Senior Regional Production Specialist to grow your career at the forefront of Lexington Healthcare insurance. Make your mark in Lexington Healthcare 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 The Senior Regional Production Specialist manages all Healthcare underwriting within an assigned Branch Office and handles referral decisions for the most complex portfolios. This role takes on a strategic component in the development, implementation and evaluation of...
AIG Chicago, IL Full Time
Liberty Mutual
06/16/2026  
Wholesale Management Liability Senior Underwriter
Description     Our Financial Lines Underwriting Team is seeking a highly motivated individual with strong analytical and sales skills to fill an Senior/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...
Liberty Mutual Chicago, IL Full Time
Starr Insurance
06/04/2026  
Loss Control Service Consultant – Construction
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. RESPONSIBILITIES Position oversees overall loss control service direction, coordination, and evaluation of new business and dedicated accounts in their respective regional office.   Helps to ensure quality accounts are added to the portfolio while also assessing individual account service needs once bound.  Monitors loss development on the book of business and readily perform and deploy loss control resources where needed to maintain profitability and...
Starr Insurance Chicago, IL Full Time
Huntington
06/02/2026  
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
06/01/2026  
Senior Vice President
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 Full Time

 

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