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Chicago sales

72 sales jobs found in Chicago

Guardian
10/24/2026  
Regional Sales Leader, Central
Guardian is seeking a Group Benefits Regional Sales Leader in the Chicago market who will be responsible for driving and executing a profitable growth strategy through ongoing sales and retention with brokers. The role will cover groups of 2-2,000 lives with a primary focus down market. The Regional Sales Leader will do this by leading, coaching, and developing a high-performing team. The role will work closely with leadership and internal partners to leverage data when delivering on Guardian’s promise to inspire well-being, managing top and bottom-line growth strategies, and identifying opportunities to increase broker value. Success of this role will be largely dependent on the achievement of financial results, internal and external relationships, and the ability to recruit high potential, early-career talent. You will: Develop a sales plan to achieve corporate, financial, and market goals to maximize profitability, growth, retention, and increased market share....
Guardian Chicago, IL Full Time
Allstate
10/24/2026  
Licensed Insurance Sales Representative (Remote / Home-Based)
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 fast-paced 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 Insurance Sales Representative, you will: Engage with active insurance shoppers via inbound/outbound calls, live chat, SMS, and more in a work from home...
Allstate Chicago, IL Full Time
Allstate
10/24/2026  
Licensed Insurance Sales Representative (Remote / Home-Based)
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 fast-paced 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 Insurance Sales Representative, you will: Engage with active insurance shoppers via inbound/outbound calls, live chat, SMS, and more in a work from home call...
Allstate Chicago, IL Full Time
Guardian
10/15/2026  
Sales Analyst, Premier Market
Do you enjoy managing complex sales processes, collaborating across teams, and ensuring clients receive accurate and competitive benefit solutions? Guardian is seeking a Sales Analyst, Premier Markets to serve as a dedicated field resource supporting Sales Representatives and Client Management teams within our Group Benefits business. In this role, you will be responsible for managing RFPs, coordinating quote delivery, facilitating new business submissions, and partnering with internal stakeholders to help drive profitable growth. You will leverage strong analytical, organizational, and relationship-building skills to support sales success while delivering an exceptional customer experience. You Are A detail-oriented and process-driven professional who thrives in a fast-paced sales environment. You excel at managing multiple priorities,...
Guardian Chicago, IL Full Time
Amynta Group
09/11/2026  
National Sales Executive
We’re thrilled that you are interested in joining us here at the Amynta Group! The National Sales Executive– Specialty Equipment Insurance Services (Remote), is responsible for new sales, growth & development as well as implementation of the Extended Warranty product offerings for a defined region within North America. These responsibilities include establishing and meeting sales goals, enlisting new business prospects, promoting warranty program improvements, and shared responsibility for meeting business unit targets. Additionally, managing SG&A budget as assigned. Essential Responsibilities Engage the assigned dealership enterprises at all levels to assure sustainable market share growth for Insurance products and services. Meet or exceed sales targets, metrics, and goals. Support, promote, and facilitate the sales of Insurance products and services to a network of dealers and customers. Develop, maintain, and implement a territory-specific plan for the...
Amynta Group Chicago, IL Full Time
Origami Risk
08/29/2026  
Regional Sales Manager
Overview The Regional Sales Manager is a front line manager who reports to our VP of Sales. You are someone who understands the science of selling and have successfully managed enterprise SaaS Sales representatives. You will be responsible for managing a team of high-performing sales professionals who are engaged in selling the Integrated Risk Management software products and services offered by Origami Risk and its subsidiaries. You will be responsible for ensuring that your team is always focused on the right activities to ensure a sustainable sales pipeline to achieve company sales goals. You are responsible for providing technical and metric driven support for your team to ensure continuity in the execution of a single sales process.   Starting base pay for this role is between $165,000 and $185,000. The actual base pay is dependent upon many factors, such as transferable skills, work experience, business needs, training, location, and market demands. The...
Origami Risk 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
Guardian
08/22/2026  
Sales Analyst, Premier Market
Do you enjoy managing complex sales processes, collaborating across teams, and ensuring clients receive accurate and competitive benefit solutions? Guardian is seeking a Sales Analyst, Premier Markets to serve as a dedicated field resource supporting Sales Representatives and Client Management teams within our Group Benefits business. In this role, you will be responsible for managing RFPs, coordinating quote delivery, facilitating new business submissions, and partnering with internal stakeholders to help drive profitable growth. You will leverage strong analytical, organizational, and relationship-building skills to support sales success while delivering an exceptional customer experience. You Are A detail-oriented and process-driven professional who thrives in a fast-paced sales environment. You excel at managing multiple priorities, collaborating across teams, and ensuring deliverables are completed accurately and on time. You balance customer needs with...
Guardian Chicago, IL Full Time
Ryan Specialty
08/22/2026  
VP of Sales - Employee Benefits
Position Summary The VP of Sales – Employee Benefits, is responsible for commanding territory performance and exceeding targets, through a culture of efficiency and innovation. The role collaborates across the enterprise to grow the benefits business. They shape industry discussions, ensure unwavering compliance with regulations, mitigate potential challenges and maximize profitability. What will your job entail? Position Summary: The VP of Sales – Employee Benefits, is responsible for commanding territory performance and exceeding targets, through a culture of efficiency and innovation. The role collaborates across the enterprise to grow the benefits business. They shape industry discussions, ensure unwavering compliance with regulations, mitigate potential challenges and maximize profitability. Location: Remote or Hybrid (based on location) Position Responsibilities: Develops and executes strategic vision and direction for the offices across...
Ryan Specialty Chicago, IL Full Time
CCC Intelligent Solutions
07/28/2026  
Vice President, APD Sales
Salary range is: $217,236.65 - $225,000.00 This position is equity and 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 We are seeking a proven sales leader to accelerate the adoption, expansion, and commercial success of our Automobile Physical Damage (APD)...
CCC Intelligent Solutions Chicago, IL Full Time
CCC Intelligent Solutions
09/29/2026  
Business Systems Analyst - Salesforce
Salary range is: 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 individual in this position works as a liaison among stakeholders to elicit, analyze, communicate, prioritize, clarify, validate, and document requirements for changes to...
CCC Intelligent Solutions Chicago, IL Full Time
Voya Financial
10/28/2026  
Client Relationship Manager - 401k
Together we fight for everyone’s opportunity for a better financial future. We will do this together — with customers, partners and colleagues. We will fight for others, not against: We will stand up for and champion everyone’s access to opportunities. The status quo is not good enough … we believe every individual and every community deserves access to financial opportunities. We are determined to support both individuals and communities in reaching a better financial future.  We know that reaching this future depends on our actions today. Like our Purpose Statement, Voya believes in being bold and committed to action.  We are committed to a work environment where the differences that we are born with — and those we acquire throughout our lives — are understood, valued and intentionally pursued. We believe that our employees own our culture and have a responsibility to foster an environment where we all feel comfortable bringing our whole selves to work. Purposefully...
Voya Financial Chicago, IL Full Time
GEICO
10/27/2026  
Director of Paid Search (Hybrid)
Why Join GEICO? 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 on relentless innovation to exceed our customers' expectations while making a real impact on local communities nationwide.   Founded in 1936, GEICO is a member of the Berkshire Hathaway family of companies and one of the largest auto insurers in the United States. 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. About the Role GEICO's MOAT (Home, Renters, other Property), and Specialty lines extend the relationship with customers well beyond auto, and paid search is one of the most direct ways to reach people shopping for them. Demand can be...
GEICO Chicago, IL Full Time
EPIC Insurance Brokers & Consultants
10/26/2026  
Private Client Insurance Relationship Manager
LOCATION: Hybrid or remote, based in Chicago, IL Come join our team! There are many reasons why EPIC Insurance Brokers & Consultants has become one of the fastest-growing firms in the insurance industry. Fueled and driven by capable, committed people who share common beliefs and values and “bring it” every day, EPIC is always looking for people who have “the right stuff” – people who know what they want and aren’t afraid to make it happen. Headquartered in New York City and founded in 2007, our company has over 4,000 employees nationwide. With locations spread out across the U.S., our local market knowledge and industry expertise helps support our clients' regional and global needs. We have grown very quickly since our founding, and we continue to see growth and success thanks to our hard-working and growth-minded employees.  Our core values are: Owner mindset, Inspire trust, Think big, and Drive results. If these values and growth align with what you're...
EPIC Insurance Brokers & Consultants Chicago, IL
WTW
10/24/2026  
Director, Senior Cyber Broker - NA FINEX
The Role As a Senior Cyber Broker within Willis’ FINEX practice, you will serve as a trusted advisor to clients and be the primary liaison between clients and insurance markets. You will be responsible for designing, marketing, and placing complex cyber insurance programs while delivering strategic advice on cyber risk transfer solutions. The successful candidate will leverage deep knowledge of cyber insurance products, market dynamics, and emerging cyber threats to help clients secure optimal coverage and achieve their risk management objectives. This role requires strong technical expertise, exceptional relationship management skills, and a passion for delivering innovative solutions in a rapidly evolving marketplace. Key Responsibilities Client Advisory & Relationship Management Serve as a trusted advisor to clients on cyber insurance and related financial lines risks. Lead client discussions regarding exposure analysis, market conditions, and...
WTW Chicago, IL Full Time
WTW
10/24/2026  
Senior Director, Senior Cyber Broker - NA FINEX
The Role As a Senior Cyber Broker within Willis’ FINEX practice, you will serve as a trusted advisor to clients and be the primary liaison between clients and insurance markets. You will be responsible for designing, marketing, and placing complex cyber insurance programs while delivering strategic advice on cyber risk transfer solutions. The successful candidate will leverage deep knowledge of cyber insurance products, market dynamics, and emerging cyber threats to help clients secure optimal coverage and achieve their risk management objectives. This role requires strong technical expertise, exceptional relationship management skills, and a passion for delivering innovative solutions in a rapidly evolving marketplace. Key Responsibilities Client Advisory & Relationship Management Serve as a trusted advisor to clients on cyber insurance and related financial lines risks. Lead client discussions regarding exposure analysis, market conditions, and...
WTW Chicago, IL Full Time
WTW
10/24/2026  
Early Careers: Compensation Analyst (Work and Rewards) - Chicago - 2027
Employment-based non-immigrant visa sponsorship and/or assistance is not offered for this specific job opportunity. We will only consider candidates who are currently authorized to work in the United States and who will not require sponsorship now or in the future. Please note: student visas, CPT, OPT, H-1B, TN, and other temporary work authorizations are considered restricted forms of employment eligibility. Once these expire, the candidate must be able to present another valid form of work authorization.  We are in the business of transforming tomorrows. Join us and transform yours.  The Business  The Work & Rewards (W&R) business at WTW optimizes work and rewards strategies to unlock value and deliver exceptional outcomes. A high performing team of over 1,100 colleagues globally supports clients across all industries in areas ranging from executive compensation and board advisory, broad-based employee rewards and job framework design, career strategy, and rewards...
WTW Chicago, IL Full Time
Acrisure
10/24/2026  
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
Starr Insurance
10/24/2026  
Regional Underwriting Manager Risk Management Casualty
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. We are seeking an accomplished and dynamic Regional Underwriting Manager to lead our Midwest underwriting team. In this role, you will be responsible for expanding, managing, and mentoring a team underwriting a primary casualty portfolio with a strategic focus on risks brokered from the Midwest region. The Regional Underwriting Manager will oversee all aspects of portfolio management, including team leadership, solicitation of submissions, underwriting analysis,...
Starr Insurance Chicago, IL Full Time
AIG
10/24/2026  
Senior Executive Underwriter, Excess Casualty, National Accounts
At AIG, we are reimagining the way we help customers to manage risk. Join us as a Senior Executive Underwriter to play your part in that transformation. It’s an opportunity to grow your skills and experience as a valued member of the team.   Make your mark in Underwriting   AIG underwriting teams help to find insurance solutions in areas including Financial Lines, Property, Casualty, Specialty Lines, Cyber, Multinational Clients, and High Net Worth individuals. We are reimagining how we help customers to manage risk, transforming our operating model, and reshaping our role responsibilities and career pathways. The goal is to unlock the full potential in each colleague – empowering our people to grow as insurance professionals and add more value to our customers and AIG.   How you will create an impact   Take ownership for achieving goals and outcomes. Oversee a range of programs and processes, in addition to handling complex underwriting. Successfully balancing the needs...
AIG Chicago, IL Full Time

 

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