Outside Sales Representative jobs in Chicago – Browse 645 openings on RoboApply Jobs

Outside Sales Representative jobs in Chicago

Open roles matching “Outside Sales Representative” with location signals for Chicago. 645 active listings on RoboApply Jobs.

645 jobs found

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company
Full-time|$80K/yr - $160K/yr|On-site|Chicago

At Life Space Digital, we are revolutionizing the out-of-home media sector by integrating cutting-edge digital screens into bustling office buildings, multifamily residences, and retail spaces. Our innovative platform provides engaging content and targeted advertisements directly to occupants and visitors in high-traffic areas such as elevators, lobbies, and shopping center concourses. With a seasoned leadership team and ambitious growth goals, we are expanding rapidly across vital U.S. markets, emphasizing speed, accuracy, and sustainable value for our partners.We are on the lookout for a dynamic Outside Sales Representative to spearhead growth in key markets by forging strategic alliances with property owners, developers, and operators in the office and multifamily sectors. In this role, you will create territory strategies, nurture new relationships, and oversee deals from initial contact to final closure. We seek a high-performing sales expert with a strong understanding of real estate, a proven track record of establishing trust and opening doors, and the ambition to surpass targets in a rapidly growing environment.We collaborate directly with top property owners to modernize their buildings, enhance tenant experiences, and unlock new revenue streams through digital media. At Life Space Digital, we blend sophisticated design with intelligent technology to redefine expectations in everyday environments.Your Focus in the Sales Funnel:Drive outbound prospecting and develop relationships with new accountsImplement high-volume outreach strategies to convert leads into qualified prospectsManage complex sales cycles and finalize multi-site partnershipsKey Responsibilities:Identify and pursue new business opportunities across designated marketsCultivate relationships with property groups and portfolio owners from initial outreach to partnershipOversee a high-activity pipeline with impressive conversion metrics and rapid deal flowSecure long-term, multi-site agreements through consultative sales and value demonstrationCollaborate with internal teams to enhance messaging and streamline sales processesProvide market insights and competitive analysis to inform strategic decisions

Feb 26, 2026
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companyhibu logo
Full-time|$100K/yr - $137K/yr|Hybrid|Chicago, Illinois, United States

Are you seeking an exciting sales role with limitless earning potential in a thriving industry? Whether you're contemplating a career transition or eager to dive into sales, this opportunity offers uncapped commissions alongside a competitive base salary. Year 1 target earnings range from $100,000 to $123,000! Year 2 target earnings range from $116,000 to $137,000! Base Salary: $54,000 Reasons to join Hibu: Attractive base salary, expense allowance, mileage reimbursement, and unlimited commission potential Comprehensive benefits package, including health, vision, and dental coverage. Hybrid work model, allowing for both home office flexibility and in-field engagement. Recognition programs and incentives, including an annual President’s Club Trip. Clear career advancement opportunities in sales and leadership. Initial training of 3 weeks in a classroom setting, followed by 9 weeks of field training and ongoing support. Leading-edge digital marketing solutions in collaboration with major platforms like Google, Amazon, Instagram, Meta, and Microsoft. Commitment to community engagement. Work-life balance and flexibility. If you're intrigued and ready to take the next step, watch this video featuring one of our sales representatives discussing why Hibu is the perfect fit for you! Your responsibilities as an Outside Sales Representative will include: Promoting digital marketing solutions through a partnership selling approach, including Websites, Search Ads, Display Ads, Reviews & Reputation Management, Social Ads, and SEO. Engaging in cold calling to business owners and conducting thorough needs assessments to establish appointments. Building and nurturing your own book of business by helping small enterprises thrive, earning residual commissions for client retention.

Mar 3, 2026
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company
Dynamic Outside Sales Representative

Richards Building Supply

Full-time|On-site|Belmont Ave, Chicago, IL

Are you passionate about B2B sales and possess a true hunter’s mentality? If you are motivated to generate your own leads, consistently exceed sales quotas, and contribute to your team's success, then we invite you to join Richards Building Supply as our next Outside Sales Representative.Richards Building Supply is a family-owned and comprehensive wholesale distributor specializing in exterior building materials. We are seeking an experienced and high-energy Outside Sales Representative to not only drive new business but also manage our existing accounts in Belmont Ave, Chicago, IL.

Jan 15, 2026
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companyCurri logo
Full-time|On-site|Chicago, IL

Join our dynamic team at Curri as an Outside Sales Representative! In this role, you will drive business growth by identifying potential clients, building relationships, and providing outstanding customer service. Your mission will be to understand client needs and offer tailored solutions that enhance their operations. If you are a motivated self-starter with a passion for sales, this is the perfect opportunity for you!

Apr 13, 2026
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company
Full-time|On-site|63rd Street, Chicago, IL

Chicagoland Territory | New Construction & ReplacementJoin us at Richards Supply as we expand our window and door business! We are on the lookout for a driven Outside Sales Representative with a passion for building relationships and developing a new territory. This position is perfect for someone who relishes the challenge of establishing connections, nurturing contractor and builder relationships, and steadily growing a robust portfolio over time.If your background includes selling to contractors, builders, or general contractors and you thrive on both the pursuit and achievement of sales goals, this role presents a fantastic opportunity for the next step in your career.This territory-build role emphasizes the development of new relationships with contractors, builders, and general contractors throughout the Chicagoland area, while also allowing you to support customers nationally through our drop-ship capabilities.You will manage a diverse range of vinyl, wood, and composite windows and doors, catering to both new construction and replacement projects across multiple vendor lines. The territory provides ample opportunities for growth and the flexibility to tailor your approach to the market, with success driven by consistent prospecting, diligent follow-up, and exceptional execution.

Feb 23, 2026
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companyCogent Analytics logo
Full-time|On-site|Chicago, IL

Cogent Analytics seeks an Outside Sales Representative in Chicago, IL, with a focus on material handling systems. The role involves both generating new business and nurturing relationships with customers in the material handling field. Key Responsibilities Identify and pursue new sales opportunities within the material handling industry Build and sustain long-term partnerships with clients Evaluate client needs and recommend solutions tailored to their material handling requirements Requirements Previous experience in outside sales, preferably in material handling or a related sector Strong skills in communication and relationship management Ability to understand client needs and connect them with the right solutions

Apr 23, 2026
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companyhibu logo
Full-time|On-site|Chicago, Illinois, United States

Hibu is looking for entry-level outside sales representatives in Chicago, Illinois. This role suits recent graduates or students close to finishing their degrees who want to start a career in sales. Candidates with backgrounds in business, marketing, communications, or a strong interest in working with people are encouraged to apply. The position offers a chance to build sales skills in a supportive setting. Hibu values enthusiasm and a willingness to learn, providing a team-focused culture where new hires can grow and succeed. Training and Mentorship Three weeks of classroom training covering the essentials of digital sales Nine weeks of hands-on field coaching to reinforce skills and build confidence This structured approach prepares new sales representatives for the challenges and rewards of a career in digital sales.

Apr 29, 2026
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companyHattori Hanzo Shears logo
Outside Sales Consultant

Hattori Hanzo Shears

Full-time|On-site|Chicago

Join Hattori Hanzo Shears as an Outside Sales Consultant and become a vital part of our dynamic sales team. In this role, you will have the opportunity to engage with clients, understand their needs, and provide tailored solutions that enhance their experience with our premium shears and styling tools. Your success will be driven by your ability to build relationships, demonstrate product knowledge, and effectively communicate the unique value our products offer.If you are passionate about sales and eager to make a difference in the beauty industry, we want to hear from you!

Apr 2, 2026
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companyLoadsmart logo
Full-time|On-site|Chicago

Loadsmart is looking for a Sales Representative based in Chicago. This position centers on building customer relationships and supporting revenue growth within the freight industry. Role overview The Sales Representative will connect with clients to understand their logistics needs and recommend solutions that fit. Success in this role depends on strong communication skills and a genuine interest in helping customers solve freight challenges. What you will do Engage with clients to learn about their requirements Present and sell Loadsmart’s logistics services Develop and maintain customer relationships Requirements Clear and effective communication skills Motivation to meet goals and tackle new challenges Interest in the freight or logistics industry

Apr 29, 2026
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companyLinkedIn Corporation logo
Full-time|On-site|Chicago

Join Our Team as a Sales Development Representative!Are you passionate about technology and eager to make a substantial impact in the sales landscape? At LinkedIn, we're looking for a dynamic Sales Development Representative to help drive our growth and connect with potential clients.In this role, you'll engage with prospects, qualify leads, and play a crucial part in our sales strategy. If you're a self-motivated individual with a knack for communication and a desire to succeed, we want to hear from you!

Apr 10, 2026
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companyLoadsmart logo
Full-time|On-site|Chicago

Join Loadsmart as an Account Sales Representative, where your expertise will play a pivotal role in driving our sales initiatives and expanding our client base. In this dynamic position, you will engage with potential clients, understand their needs, and tailor solutions that meet their requirements. Your ability to build relationships and communicate effectively will be key to your success.

Apr 6, 2026
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companyJobs for Humanity logo
Full-time|On-site|Chicago

Are you a driven and enthusiastic sales professional looking to make a meaningful impact? Join our team at Jobs for Humanity as an Inside Sales Representative. In this dynamic role, you will engage with clients, providing them with top-notch solutions tailored to their needs. Your ability to build relationships and understand customer requirements will be crucial in driving sales and fostering long-term partnerships.

Sep 25, 2024
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companyActiveCampaign logo
Full-time|On-site|Chicago

Join our dynamic team at ActiveCampaign as a Growth Sales Representative! In this pivotal role, you will drive customer acquisition and engagement by identifying and pursuing new sales opportunities. You will be instrumental in expanding our market reach and contributing to our growth strategy.Your responsibilities will include developing relationships with potential clients, understanding their needs, and presenting tailored solutions that align with our innovative marketing automation platform. You will collaborate closely with our marketing and customer success teams to ensure a seamless experience for our clients.

Mar 3, 2026
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companySika AG logo
Full-time|On-site|Chicago

Join Sika AG as a Project Sales Representative and be a key player in driving our sales initiatives in the Chicago area. You will engage with clients, understand their needs, and provide tailored solutions to help them achieve their project goals. We are looking for dynamic individuals who are passionate about sales and eager to contribute to our growth.

Mar 5, 2026
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companyCornerstone Building Brands logo
Manufacturing Sales Representative

Cornerstone Building Brands

Full-time|On-site|Chicago

Role overview Cornerstone Building Brands seeks a Manufacturing Sales Representative in Chicago to expand sales and strengthen client connections in the manufacturing sector. This position centers on identifying opportunities and supporting business growth through effective relationship management. What you will do Lead sales efforts for manufacturing clients and pursue new business opportunities Build and sustain long-term partnerships with clients Assess client needs and recommend solutions that fit their requirements Help drive growth by managing and nurturing client relationships

Apr 21, 2026
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companyStronghouse logo
Full-time|On-site|Chicago, IL

Join the Stronghouse Team!At Stronghouse, we understand that the most precious moments happen inside a home, where families create memories and strengthen bonds. Our mission is to ensure that our customers can focus on what truly matters—enjoying their families and interests—while we take care of their roofing, siding, and window needs. We pride ourselves on delivering exceptional service that keeps our customers' homes in excellent condition.As a Roofing Sales Representative, you will play a pivotal role in our mission. You will connect with potential clients, understand their needs, and provide tailored solutions that enhance their home’s value and durability. This position requires a blend of sales skills, product knowledge, and the ability to build lasting relationships with customers.

Jan 2, 2026
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companyGroupon, Inc. logo
Full-time|$40K/yr - $60K/yr|On-site|Chicago (35 W. Wacker Dr.)

At Groupon, we connect customers with unique experiences and services while empowering local businesses to flourish. With over a million merchant partners globally and more than 16 million customers enjoying our diverse offerings, we are a distinctive platform dedicated to enhancing the success of local enterprises on a performance-based model.We are embarking on a transformative journey at Groupon, characterized by a relentless pursuit of results. Despite our large workforce spread across continents, we foster a culture that promotes innovation, encourages calculated risk-taking, and celebrates achievements. Here, your contributions can have an immediate impact thanks to our scale and rapid transformation. We offer the best of both worlds: ample resources and a supportive environment where individual autonomy leads to meaningful outcomes.About the Role:Groupon is expanding, and we are seeking dynamic and driven Sales Development Representatives to join our sales team in Chicago’s vibrant River North area. If you have a background in sales or customer-facing roles where you have successfully pitched, upsold, or managed objections, you will find yourself well-equipped for success in this role.As a Sales Development Representative, you will play a crucial role in helping local businesses thrive. You will engage with business owners to introduce them to Groupon, identify their goals, and develop tailored solutions that attract new customers to their establishments.What You’ll Be Doing:Identify and reach out to local businesses that could benefit from Groupon.Make outbound calls to present our platform and ignite interest among business owners.Deliver persuasive pitches by customizing solutions to meet each merchant’s objectives.Take ownership of your targets and celebrate your successes.Establish trust and foster long-term relationships with merchants.Collaborate with internal teams to execute successful campaigns.

Mar 2, 2026
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companyUrban Compass logo
Full-time|On-site|Chicago, Illinois, United States

Join our dynamic team at Urban Compass as a Sales Development Representative. In this role, you will be at the forefront of driving business growth by identifying and nurturing potential clients. You will engage with prospects to understand their needs and position Urban Compass as the optimal solution for their challenges.We value creativity and initiative, and we provide a supportive environment where you can thrive. If you are passionate about sales and eager to make an impact, we want to hear from you!

Apr 8, 2026
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companyalphabeinsightinc logo
Full-time|On-site|Chicago

Join our dynamic team as an Entry-Level Sales Representative at alphabeinsightinc in Chicago. This is an exciting opportunity for individuals who are passionate about sales and eager to kick-start their careers in a fast-paced environment.As a Sales Representative, you will engage with customers, identify their needs, and provide solutions that drive satisfaction and growth. You will receive comprehensive training and mentorship to help you thrive in your role.

Nov 13, 2025
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companyAxogen logo
Full-time|$65K/yr - $120K/yr|On-site|Chicago, Illinois, United States

Axogen is dedicated to advancing peripheral nerve repair and improving quality of life for patients. The company emphasizes high standards in product design and clinical outcomes, aiming to deliver solutions that benefit both patients and caregivers. Axogen fosters a culture that encourages professional growth and values a range of perspectives. Role overview The Sales Representative for the Chicago, IL territory partners with Area Managers to meet sales targets and expand market presence. This role involves promoting and selling Axogen’s nerve repair products, supporting accounts, and managing the territory with integrity. Key tasks include organizing and planning activities, handling administrative responsibilities, tracking expenses, and maintaining ethical standards. Building strong relationships with both new and existing accounts is essential. The Sales Representative also provides training to medical staff on product use and procedures, and is expected to meet goals set by the Sales Management Team. What sets Axogen apart Supportive, inclusive team culture that values diverse backgrounds and ideas Company-wide commitment to improving patients’ lives Comprehensive benefits package effective on the first day Educational assistance for all employees 401(k) plan with company match Generous paid holidays, including floating holidays Employee Stock Purchase Plan Employee referral incentives Equal opportunity Axogen is an equal opportunity employer and considers applicants without regard to race, color, creed, religion, ancestry, age, sex, marital status, national origin, disability, or veteran status.

Apr 20, 2026

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