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Chicago Chicago, IL insurance sales agent

25 insurance sales agent jobs found in Chicago

Freeway Insurance Services America
05/07/2026  
Insurance Sales Agent - Customer Service
Sign-On Bonus Opportunity of up to $1,000* Pay Range: $16 - $18 / hour Our Perks: Unlimited/Uncapped commission Lucrative incentive sales plans, bonuses and sales contests No Cold Calling- We have a high volume of inbound sales leads and walk in traffic Comprehensive paid training and licensing with continuous on-going training and mentorship Recognition culture Comprehensive Benefits package including medical, dental, vision and life insurance Retirement Plan: A 401K plan with a percentage of company-matched contributions Fitness: We reimburse up to $15 a month to an employee for their gym Employee Assistance Program: Confidential assistance to you or anyone in your household who is experiencing personal or professional problems — at no cost Extra Perks: Access to disability, hospital indemnity, health advocate program, universal life, critical illness, and accident insurance plans. We even offer pet insurance Our Company: Confie and...
Freeway Insurance Services America Chicago, IL Full Time
Independence Pet Group
04/22/2026  
Insurance Agent - Sales
Established in 2021,   Independence Pet Holdings   is a corporate holding company that manages a diverse and broad portfolio of modern pet health brands and services, including insurance, pet education, lost recovery services, and more throughout North America.   We believe pet insurance is more than a financial product and build solutions to simplify the pet parenting journey and help improve the well-being of pets. As a leading authority in the pet category, we operate with a full stack of resources, capital, and services to support pet parents. Our multi-brand and omni-channel approach include our own insurance carrier, insurance brands and partner brands.  Independence Pet Group (IPG), a subsidiary of IPH, is one of North America’s largest pet insurance and services organizations. Our impressive family of brands (Figo, Felix, ASPCA Pet Health Insurance, Pets Plus Us, and AKC Pet Insurance) supports insurance for more than 1,000,000 pets in the U.S. and Canada...
Independence Pet Group Chicago, IL Full Time
Pet Partners Pet Insurance
04/22/2026  
Insurance Agent - Sales
Established in 2021,   Independence Pet Holdings   is a corporate holding company that manages a diverse and broad portfolio of modern pet health brands and services, including insurance, pet education, lost recovery services, and more throughout North America.   We believe pet insurance is more than a financial product and build solutions to simplify the pet parenting journey and help improve the well-being of pets. As a leading authority in the pet category, we operate with a full stack of resources, capital, and services to support pet parents. Our multi-brand and omni-channel approach include our own insurance carrier, insurance brands and partner brands.  Independence Pet Group (IPG), a subsidiary of IPH, is one of North America’s largest pet insurance and services organizations. Our impressive family of brands (Figo, Felix, ASPCA Pet Health Insurance, Pets Plus Us, and AKC Pet Insurance) supports insurance for more than 1,000,000 pets in the U.S. and Canada...
Pet Partners Pet Insurance Chicago, IL Full Time
Badger Mutual Insurance
05/05/2026  
Trust Advisor (Illinois) Featured
$84,000 - $110,000 yearly
At Badger Mutual, we believe insurance is more than numbers—it’s about people. Our success is built on strong partnerships, clear communication and a deep understanding of our agency partners’ needs. We are seeking a hands-on Trust Advisor with a strong underwriting mindset to help us drive profitable growth across Illinois. This role is ideal for a sales leader who thrives at the intersection of relationship management, risk evaluation and disciplined growth.   What Will You Do?   »      Build and maintain strong relationships with independent agents, serving as both a sales partner and an underwriting resource »      Evaluate new business opportunities and competitive positioning with underwriting discipline to achieve sustainable growth »      Collaborate closely with underwriting departments to reinforce guidelines while applying sound judgement in the field »      Represent the company at industry events, agency visits,...
Badger Mutual Insurance Remote (Chicago, IL)
The Hanover Insurance Group
05/07/2026  
Underwriting Specialist, Technology
For more than 170 years, The Hanover has been committed to delivering on our promises and being there when it matters the most. We live our values every day, demonstrating we  CARE  through our values,  Sustainability  initiatives and  inclusive corporate culture .   Our Technology department is seeking an Underwriting Specialist to join the team in the West Region. This is a Full-time, Exempt role.  POSITION OVERVIEW: Responsible for identifying, soliciting, underwriting and selling new and renewal Technology accounts that drive profitable growth and align with Technology’s appetite and mix goals. Apply technical, sales and analytical skills to provide insurance solutions that help Hanover’s customers manage risk. Demonstrates a thorough understanding of Hanover’s strategies and appetites and will use internal and external data to make appropriate individual and portfolio risk decisions. Serves as a resource and advisor to core underwriters,...
The Hanover Insurance Group Chicago, IL
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
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
Sentry
05/12/2026  
Risk Control Consultant
Plans and delivers safety/risk management services to insured customers and internal associates. We are currently seeking a risk control professional that is technically proficient, self-motivated and results driven to fill an open position within our North Shared Services division. You must be able to conduct comprehensive safety and risk management assessments, provide our Underwriting teams with a strong analytical opinion of risk to support our goal of profitable growth within variety of middle to large premium market segment for Dealerships, Construction, Manufacturing, Wholesale Trade, Retail, Commercial Real Estate and Service industries.  In addition, the successful candidate will develop close relationships with our agents and policyholders, conducting selected safety seminars and training, to build the value-added service that Sentry is known for. The ideal candidate's preferred location would be in or around the Chicago, IL area. We are searching for an individual...
Sentry Chicago, IL Full Time
Travelers
05/12/2026  
Management Liability Underwriter / Account Executive - Financial Institutions
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 Full Time
Liberty Mutual
05/08/2026  
Personal Lines Senior Territory Manager - Independent Agency Distribution
Description Liberty Mutual Insurance is a leading global insurer committed to helping people live safer, more secure lives. Within our Personal Lines business, we partner with independent agents across the United States to deliver a broad portfolio of property and casualty solutions. We value a diverse, inclusive workforce and offer meaningful work where your expertise directly impacts growth, customer experience, and the communities we serve.   As a Senior Territory Manager, you will drive profitable premium growth across an assigned territory by building strong, consultative partnerships with independent agents. This role is critical to expanding market share through strategic agency management, collaboration with underwriting and internal partners, and disciplined execution of Personal Lines growth initiatives.   Key Responsibilities   Own and manage an assigned territory, driving profitable growth in alignment with financial and operational...
Liberty Mutual Chicago, IL Full Time
GEICO
05/08/2026  
Territory Sales Manager (Chicago, IL)
At GEICO, we offer a rewarding career where your ambitions are met with endless possibilities.  Every day we honor our iconic brand by offering quality coverage to millions of customers and being there when they need us most. We thrive through relentless innovation to exceed our customers’ expectations while making a real impact for our company through our shared purpose.  When you join our company, we want you to feel valued, supported and proud to work here. That’s why we offer The GEICO Pledge: Great Company, Great Culture, Great Rewards and Great Careers. Territory Sales Manager LOCATIONS: Candidates must reside and be able to travel within their geographic area. Territory sizes are dependent on the state the candidate manages. City to reside in/near: Chicago, IL: Territory : Half of IL: Travel: 40 % SUMMARY : We are seeking a Territory Sales Manager position who will be responsible for growth of agency relationships to increase profit of...
GEICO Chicago, IL Full Time
The Hartford
05/08/2026  
National Accounts Risk Engineering Account Executive
Exec Tech Cons Risk Eng - KR07FE 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.              At The Hartford, our Risk Services organization exists to help people and businesses thrive by working directly with customers to assess risk, improve resilience, and deliver practical risk mitigation solutions that make a measurable difference. We partner with customers throughout their lifecycle to identify exposures, reduce losses, and strengthen operational performance—combining consultative expertise, technology enabled risk solutions, and data driven insights to improve outcomes before and after a loss. By integrating risk assessment, prevention, and recovery with the broader insurance experience, we help customers protect what matters most...
The Hartford Chicago, IL Full Time
Applied Systems
05/06/2026  
Sales Consultant
Job Description Amazing Career Moments Happen Here    Transforming the insurance industry is ambitious, we know. That’s why at Applied, we’re building a team that shows up every day ready to learn, willing to try new things, and driven to deliver innovative software and services that make us indispensable to our customers – all within a culture built on values that make us indispensable to each other too. With 40+ years of experience in the Insurtech game, we’re not just redefining what’s achievable, we’re creating a place where amazing career moments are made possible.     Position Overview We are searching for a Sales Consultant who will play a key role in expanding our technological footprint among Property and Casualty (P&C) Insurance Carriers and Managing General Agents (MGAs ). This role is ideal for an experienced sales professional who excels both in pipeline generation and fosters relationships with senior executives and...
Applied Systems Chicago, IL
HUB International
05/03/2026  
Assistant Vice President, Business Development Manager, Commercial Insurance
Specialty Programs Group – Transportation (SPGT) is seeking the position of Assistant Vice-President of Business Development. This position is looking for a self-motivated individual with a strong knowledge of insurance, wholesale and retail distribution, and marketing.  Responsible for managing and executing each assigned specialty segment strategy for distribution excellence for your designated geography. At the same time continue to build each brand, leading to increased industry recognition, revenue, relevance, and respect amongst our target audience: agents, brokers, carriers, and employees. Support the operating, financial and strategic goals for all SPGT Divisions in collaboration with the respective leaders. Key Areas of Responsibility: Insurance Product Line Responsibility: Represent all SPGT Divisions, products and services to all sizes of 3rd party insurance distributors, in the assigned geography, to drive profitable growth.  New Relationships - Sales...
HUB International Chicago, IL Full Time
HUB International
05/03/2026  
Assistant Vice President, Business Development, Commercial Insurance
Specialty Programs Group – Transportation (SPGT) is seeking the position of Assistant Vice-President of Business Development. This position is looking for a self-motivated individual with a strong knowledge of insurance, wholesale and retail distribution, and marketing.  Responsible for managing and executing each assigned specialty segment strategy for distribution excellence for your designated geography. At the same time continue to build each brand, leading to increased industry recognition, revenue, relevance, and respect amongst our target audience: agents, brokers, carriers, and employees. Support the operating, financial and strategic goals for all SPGT Divisions in collaboration with the respective leaders. Key Areas of Responsibility: Insurance Product Line Responsibility: Represent all SPGT Divisions, products and services to all sizes of 3rd party insurance distributors, in the assigned geography, to drive profitable growth.  New Relationships - Sales...
HUB International Chicago, IL Full Time
AmTrust Financial
04/16/2026  
Senior Underwriter
Overview The Senior Underwriter administers the underwriting, servicing of new, and renewal accounts for agents and producers assigned within the territory in compliance with company underwriting, authority, and pricing standards. Maintains a solid understanding of AmTrust’s mission, vision, and values. Upholds the standards of the AmTrust organization.   We are open to candidates with backgrounds in either renewal or new business. Whether your experience is focused on managing and growing established books or driving new business development, we value transferable underwriting and relationship‑management skills and are open to varied career paths into this role. Responsibilities Quickly and effectively make underwriting decisions based on review and analysis of renewal policy. Make sure policy characteristics are based on company pricing and underwriting guidelines. Collaborate closely with other team members, sales and...
AmTrust Financial Chicago, IL Full Time
H.W. Kaufman Group
04/16/2026  
Associate Underwriter
    When someone needs coverage for the unique, the unusual, or the unconventional, they come to Burns & Wilcox. Burns & Wilcox offers unparalleled resources and exposure for those looking to grow their career in the specialty insurance industry.  We are looking for candidates with an entrepreneurial spirit, drive for career advancement and desire to develop relationships to join our team as an Associate Underwriter. Our Associate Underwriters underwrite and supervise a portion of an Underwriter’s book of business, support renewal and new business development, and have the opportunity to achieve full underwriting authority. Responsibilities Service a book of business under the direct supervision of an underwriter Evaluate, classify, and rate each risk to determine acceptability, coverage, and pricing to prepare quotes Log applications, prepare binders, and process policies and endorsements Bind risk,...
H.W. Kaufman Group Chicago, IL Full Time
Unum Group
04/15/2026  
Sales Consultant Associate- Chicago
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
04/08/2026  
Underwriting Consultant, National Accounts Casualty, Retail Monoline Excess & Umbrella
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: CNA provides Excess Liability Coverages to businesses of all sizes. Our Commercial standard lines umbrella and excess team underwrites a diverse mix of business and industry classes including Manufacturing, Distributors, Real Estate, Technology, Retail, Hospitality and Professional Services. Our Excess Casualty Underwriters are high level individual contributors handling lead umbrella and excess accounts, both monoline and over CNA risk management primary 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, responsible for overall...
CNA Chicago, IL Full Time
Travelers
03/19/2026  
Inland Marine Underwriter, Account Executive
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 Full Time

 

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