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Illinois 9
Chicago Full Time direct sales agent

9 direct sales agent jobs found in Chicago

CNA
09/12/2026  
VP, National Distribution Leader
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.  This position is responsible for achieving the distribution profitability goals for assigned national brokers across the US, ensuring optimal alignment between the various business units’ target appetites and the national broker’s book of business to maximize our profitable growth opportunities. Responsible for developing and executing initiatives to position CNA as a market leader and remain responsive and opportunistic in a rapidly changing distribution environment. Works in conjunction with home office and regional sales and production executives to drive CNA’s distribution strategy to advance CNA’s market share, visibility and brand. Acts as a primary relationship manager for multiple key...
CNA Chicago, IL Full Time
CNA
09/09/2026  
Underwriting Consultant (Technology 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.  JOB DESCRIPTION: 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 coverages, including Technology Errors & Omissions (Tech E&O), Cyber Liability, and comprehensive international solutions, complemented by our traditional Property & Casualty capabilities. With deep industry expertise, flexible underwriting capabilities, and a collaborative approach, we design innovative insurance programs tailored to each client’s unique risk profile. CNA...
CNA Chicago, IL Full Time
Hiscox
09/05/2026  
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, Professional Risks Reporting to Regional Manager – A&E Location: Chicago, IL The Role: Hiscox USA is currently searching for a dynamic, engaging and solutions-oriented Underwriter to drive new professional liability business and complex renewal business within the A&E sector in the East Coast region. This position provides a unique opportunity for a professional liability generalist or an A&E/contractor 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 developers,...
Hiscox Chicago, IL Full Time
Hiscox
08/29/2026  
Underwriter, Professional Risks
Job Type: Permanent Build a brilliant future with Hiscox   Drive growth with an ambitious team of MPL Underwriters at Hiscox Position: Underwriter Reporting to: Regional Manager – MPL Location: Chicago, IL The Role: Hiscox USA is currently searching for a dynamic, engaging and solutions-oriented 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...
Hiscox Chicago, IL Full Time
Unum Group
08/22/2026  
Sales Consultant Associate- Chicago (Summer 2027 Start Date)
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 beginning…   With...
Unum Group Chicago, IL Full Time
CNA
07/24/2026  
Underwriting Consultant, National Accounts Casualty Wholesale
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: Join this elite team of Excess Casualty Underwriters who are high level individual contributors handling wholesale lead umbrella and excess accounts. Recognized as a technical expert, you will drive business results through strong sales, marketing and relationship building skills with external and internal business partners. You are responsible for overall management, business development, growth and profitability of a book business. This position works from our office in a hybrid capacity from our office in Chicago, IL. The ideal candidate will come with carrier and/or brokerage experience. Essential Duties & Responsibilities Reviews applications and...
CNA 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
CNA
06/10/2026  
Principal AI Engineer
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 providing the highest level of technical leadership in the design, development, and scaling of CNA's AI-native agentic engineering platform. This role operates at the intersection of AI systems engineering, developer experience, and software delivery — building the foundational platform capabilities that enable the broad engineering organization to build, ship, and run high-quality, secure AI-native systems at the speed of AI. The focus is on designing and delivering agentic workflows, AI-augmented CI/CD pipelines, reusable skills and agent frameworks, and quality/security guardrails that make AI-accelerated delivery safe and scalable across the enterprise. JOB...
CNA Chicago, IL Full Time
CNA
04/16/2026  
Principal AI Engineer
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 providing the highest level of technical leadership in the design, development, and scaling of CNA's AI-native agentic engineering platform. This role operates at the intersection of AI systems engineering, developer experience, and software delivery — building the foundational platform capabilities that enable the broad engineering organization to build, ship, and run high-quality, secure AI-native systems at the speed of AI. The focus is on designing and delivering agentic workflows, AI-augmented CI/CD pipelines, reusable skills and agent frameworks, and quality/security guardrails that make AI-accelerated delivery safe and scalable across the enterprise. JOB...
CNA Chicago, IL Full Time

 

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