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Full Time 19
Chicago sales rep Illinois

23 sales rep jobs found in Chicago, IL

Acrisure
01/11/2026  
Field Sales Representative
Job Description About Auris Auris is the payroll and HR partner built for small and medium-sized business who can’t afford to get it wrong. Trusted by over 50,000 business nationwide, Auris pairs easy-to-use technology with real human services to give leaders the confidence that every detail is done right - so they can focus on growing their team and their business. Acquired by Acrisure in 2025, Auris formerly Heartland Payroll is accelerating its vision to deliver seamless human-centered technology to help small businesses thrive. Job Summary Responsible for prospecting and running Auris Payroll presentations both in person and over the phone to small and mid-sized merchants and businesses to ultimately close deals within a fast sales cycle. As a Field Sales Representative you will report to a Payroll Division Manager and receive coaching from a Territory Manager. Activities include explaining our value proposition to clients via Atlas CRM, upselling current...
Acrisure Chicago, IL, USA
Guardian
03/10/2026  
Sales Representative, Select Market
Guardian is seeking a Group Benefits Sales Representative who will be responsible for building and maintaining brokers and plan holder relationships to drive ongoing sales and retention of groups of 2-2,000 lives with a primary focus on the under 100 lives market. Success will be determined based on the ability to attain high levels of production through broker development and internal relationships. This role will report to the Market Leader within the assigned territory. You Will: Market, position, and sell Guardian’s entire Group Benefits portfolio products and technology solutions to your designated brokers. This includes Dental, Vision, Life, Disability, Absence, and Supplemental Health products. Support the general wellbeing of the broker and client relationship for the development and growth of Guardian sales and client retention. Understand territory dynamics to build, develop and maintain broker relationships to grow the book of business while representing...
Guardian Chicago, IL, USA Full Time
Allstate
03/01/2026  
Licensed Inside Sales Representative (Remote - Home Based Work)
At Allstate, great things happen when our people work together to protect families and their belongings from life’s uncertainties. And for more than 90 years, our innovative drive has kept us a step ahead of our customers’ evolving needs. From advocating for seat belts, air bags and graduated driving laws, to being an industry leader in pricing sophistication, telematics, and, more recently, device and identity protection.  Job Description Allstate’s sales organization is growing its virtual workforce, and we are looking for highly motivated individuals that thrive in a sales environment and enjoy being rewarded for their efforts. At Allstate, we are committed to offering a reputable product suite that protects people from life’s uncertainties so they can realize their hopes and dreams. As a full-time Inside Sales Representative, you will: Engage with active insurance shoppers via inbound/outbound calls, live chat, SMS, and more. Use your insurance expertise to...
Allstate Chicago, IL, USA Full Time
Allstate
09/08/2025  
Licensed Inside Sales Representative (Remote - Home Based Work)
At Allstate, great things happen when our people work together to protect families and their belongings from life’s uncertainties. And for more than 90 years our innovative drive has kept us a step ahead of our customers’ evolving needs. From advocating for seat belts, air bags and graduated driving laws, to being an industry leader in pricing sophistication, telematics, and, more recently, device and identity protection.  Job Description Allstate’s sales organization is growing its virtual workforce, and we are looking for highly motivated individuals that thrive in a sales environment and enjoy being rewarded for their efforts. At Allstate, we are committed to offering a reputable product suite that protects people from life’s uncertainties so they can realize their hopes and dreams. As a full-time Inside Sales Representative, you will: Engage with active insurance shoppers via inbound/outbound calls, live chat, SMS, and more. Use your insurance expertise to...
Allstate Chicago, IL, USA 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, USA Full Time
WTW
03/08/2026  
Senior Proposal Manager
  Your primary role is to lead the RFP process for any business-approved opportunities for WTW’s Investments businesses. You will coordinate with various teams and manage the timeline for the entire RFP process through submission, ensuring appropriate strategies are used to accurately meet the objectives of the bid. The Role Review RFP in its entirety and take ownership for developing project plan and coordinate/track proposal-related activities to ensure all deadlines are met in line with client requirements Fill in standard/boilerplate responses.  Identify responses that will need customization by the pursuit team  Assist in data requests as needed by the team Assist in identifying resources to support the proposal Develop information and company generic content in a way that is relevant to a particular proposal Review proposal for consistency and compliance with RFP Schedule necessary review(s) of the proposal document and finalize content with the sales lead,...
WTW Chicago, IL, USA Full Time
CRC Group
03/08/2026  
Associate Underwriter
The position is described below. If you want to apply, click the Apply button at the top or bottom of this page. You'll be required to create an account or sign in to an existing one. If you have a disability and need assistance with the application, you can request a reasonable accommodation. Send an email to Accessibility (accommodation requests only; other inquiries won't receive a response). Regular or Temporary: Regular Language Fluency:  English (Required) Work Shift: 1st Shift (United States of America) Please review the following job description: Supports Underwriter with all job functions and often performs some duties on behalf of the Underwriter. Underwrites new and renewal business, approves policy changes, maintains workload and controls written business up to and including the time of binding according to company guidelines and established Starwind procedures without direct supervision on each item. ESSENTIAL DUTIES AND...
CRC Group Chicago, IL, USA Full Time
HUB International
03/04/2026  
Sales Performance Coordination Specialist
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 Sales Performance Coordination Specialist...
HUB International Chicago, IL, USA Full Time
HUB International
03/03/2026  
AI Product Owner- SPG
About Us Specialty Program Group, a division of HUB International, offers access to capital and investment, deep carrier relationships, creative thinking, product development and broad distribution, while allowing our businesses to maintain the essence of what makes them successful. Specialty Program Group delivers leading-edge specialty expertise backed by transformative digital capabilities and sophisticated data and analytics.   Position Overview We are seeking an AI Product Owner to drive the business use cases, roadmap, and execution of enterprise AI solutions. This critical role sits at the intersection of business, AI technology, development, and user experience; responsible for translating HUB's AI vision into tangible products that deliver measured value. The AI Product Owner will own the product lifecycle for AI; to scale AI adoption from while ensuring responsible AI practices across the enterprise. Key Responsibilities AI Product Strategy & Vision...
HUB International Chicago, IL, USA Full Time
Brown & Brown
03/01/2026  
Employee Benefits Producer
Built on meritocracy, our unique company culture rewards self-starters and those who are committed to doing what is best for our customers. Brown & Brown is seeking an EB Producer to join our growing team! A dedicated and knowledgeable healthcare insurance sales professional with a strong track record of advising organizations on their health and welfare benefits needs. Skilled in assessing client needs, navigating complex healthcare regulations, and recommending solutions. Experienced in selling health and welfare coverage solutions, with a deep understanding of benefits structures, vendor management and enrollment processes, and ongoing service needs. Known for building trust, delivering clear and empathetic explanations of coverage options, and supporting clients through renewals, claim questions, and annual open enrollment. Consistently achieves sales goals through strategic prospecting, consultative selling, and long‑term client relationship management. How...
Brown & Brown Chicago, IL, USA Full Time
Acrisure
03/01/2026  
Payroll Client Advisor
Job Description About Auris Auris is the payroll and HR partner built for small and medium-sized business who can’t afford to get it wrong. Trusted by over 50,000 business nationwide, Auris pairs easy-to-use technology with real human services to give leaders the confidence that every detail is done right - so they can focus on growing their team and their business. Acquired by Acrisure in 2025, Auris formerly Heartland Payroll is accelerating its vision to deliver seamless human-centered technology to help small businesses thrive. Job Summary Responsible for prospecting and running Auris Payroll presentations both in person and over the phone to small and mid-sized merchants and businesses to ultimately close deals within a fast sales cycle. As a Payroll Client Advisor you will report to a Payroll Division Manager and receive coaching from a Territory Manager. Activities include explaining our value proposition to clients via Atlas CRM, upselling current clients...
Acrisure Chicago, IL, USA
Acrisure
03/01/2026  
Payroll Territory Manager
Job Description About Auris Auris is the payroll and HR partner built for small and medium-sized business who can’t afford to get it wrong. Trusted by over 50,000 business nationwide, Auris pairs easy-to-use technology with real human services to give leaders the confidence that every detail is done right - so they can focus on growing their team and their business. Acquired by Acrisure in 2025, Auris formerly Heartland Payroll is accelerating its vision to deliver seamless human-centered technology to help small businesses thrive. Job Summary Responsible for prospecting and running Auris Payroll presentations both in person and over the phone to small and mid-sized merchants and businesses to ultimately close deals within a fast sales cycle. As a Payroll Territory Manager (PTM), you will report to the Payroll Division Manager (PDM).  Activities include explaining our value proposition to clients via Atlas CRM, upselling current clients on other Auris products and...
Acrisure Chicago, IL, USA
The Hartford
03/01/2026  
Client Advisor - Chicago/Michigan - Employee Benefits
Client Advisor Priority Business - SA08DE 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.              The Hartford’s Group Benefits segment is a market leader in life and disability insurance and an expanding suite of voluntary products and services, providing businesses with the employee benefits solutions necessary to attract and retain top talent. The Hartford sets the standard for helping individuals reclaim their lives in the face of disability or personal crisis. The Hartford has been a proud sponsor of athletes with disabilities since 1994, becoming a founding partner of U.S. Paralympics, a division of the U.S. Olympic Committee, in 2003. Responsibilities: Customer Service (Priority Accounts): Manages Priority business...
The Hartford Chicago, IL, USA Full Time
PURE Insurance
02/26/2026  
Senior Manager, Product Development
About the role. The Senior Manager, Product Development will drive  coverage related projects for PURE’s casualty lines of business and is responsible for creating and maintaining the content of PURE’s policy forms and endorsements. Strong candidates will be naturally curious with in depth knowledge of personal lines insurance products. Experience developing high-net-worth insurance products is a plus. This individual will demonstrate strong analytical and problem-solving skills, and will communicate effectively to help solve real business problems. This role reports to the VP, Product Development within the Product Management team and will work closely with several business units across the organization. This role is on a hybrid basis with the expectation to be in the Chicago office 2-3x per week. What you'll do. Provide overall management of national coverage strategy for personal auto, personal excess liability and watercraft lines of business. Development of...
PURE Insurance Chicago, IL, USA Full Time
PURE Insurance
02/24/2026  
State Management Senior Product Manager - North Carolina Specialist
About the Role     We are   seeking   an analytical, collaborative, and growth-oriented   Senior Product Manager   to join our   State Management   team within Product Management. This role serves as the primary owner of North Carolina property and   casualty   product strategy within the   high net worth   personal   lines   market, with direct accountability for profitable growth, rate adequacy, and regulatory compliance.   The Senior Product Manager   may have multi-state responsibility and   will lead all aspects of North Carolina product and pricing management, including navigating the North Carolina Rate Bureau (NCRB) framework, implementing circulars and filings, managing North Carolina Reinsurance Facility (NCRF) requirements, and executing strategic deviations. This role partners closely with actuarial, underwriting, legal, compliance, and business leaders to deliver competitive, compliant, and market-responsive...
PURE Insurance Chicago, IL, USA Full Time
MarshMcLennan
02/14/2026  
Health & Benefits Sales Professional
Company: Mercer Description: We are seeking a talented Sales Professional to join our Health and Benefits Sales team at Mercer. This role can be based in either Chicago, Houston, Dallas or Pittsburgh where we have a Mercer office location. This is a hybrid role that has a requirement of working at least three days a week in the office. As a Health & Benefits Sales Professional you will leverage Mercer’s expertise to develop innovative sales strategies that address critical challenges in employee benefits, healthcare, financial security, and career development for employers and their employees. We will count on you to: Executes sales goals by maintaining a large book of business of complex or high-yield accounts by conducting frequent sales presentations, calls and meetings. Applies highly developed market and internal service offering insights to sales cold calls to engage potential clients, generate interest and schedule meetings or...
MarshMcLennan Chicago, IL, USA 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, 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
HUB International
02/01/2026  
Director--Financial Systems Leader
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 more than 19,000 employees in 600 offices throughout North America, HUB has grown substantially, in part due to our industry leading success in mergers and acquisitions. Purpose The Financial Systems Leader is...
HUB International Chicago, IL, USA Full Time
Starr Insurance
01/30/2026  
Senior Underwriter-USA-EX
Starr Insurance Companies is a leading insurance and investment organization, providing commercial property and casualty insurance, including travel and accident coverage, to almost every imaginable business and industry in virtually every part of the world. Cornelius Vander Starr established his first insurance company in Shanghai, China in 1919. Today, we are one of the world’s fastest growing insurance organizations, capable of writing in 128 countries on 6 continents. Job Summary : Starr Insurance Companies is seeking a dynamic and experienced underwriting professional to join the Commercial Casualty underwriting team in the Midwest as a Senior Underwriter. The successful candidate ideally will have at least 5 years of experience in underwriting and a strong understanding of commercial underwriting principles. As a Commercial Casualty Underwriter, you will be responsible for evaluating and underwriting commercial insurance applications. Responsibilities: Evaluate...
Starr Insurance Chicago, IL, USA Full Time

 

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