Outside Sales Representative Chicagoland Territory jobs in Chicago – Browse 647 openings on RoboApply Jobs

Outside Sales Representative Chicagoland Territory jobs in Chicago

Open roles matching “Outside Sales Representative Chicagoland Territory” with location signals for Chicago. 647 active listings on RoboApply Jobs.

647 jobs found

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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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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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companyPlanned Parenthood of Illinois logo
On-site|On-site|Chicago, IL

Join us as a volunteer at Planned Parenthood of Illinois, where we are dedicated to providing affordable and accessible healthcare for all. Volunteers play a vital role in our mission, contributing their time and talents throughout the year. In the summer, our focus shifts towards community visibility and showing appreciation for our supporters. You'll have the chance to engage with the community at various events, including health fairs, city colleges, street festivals, block parties, concerts, farmers markets, and pride celebrations across the vibrant Chicagoland area.We also welcome volunteers to assist at our administrative office with tasks such as data entry, volunteer screening, button making, and general administrative support.We value every individual's unique skills and comfort levels, so there’s a place for everyone at PPIL. We appreciate your interest in aiding our cause! The next steps include a phone screening followed by volunteer orientation. After completing the orientation, you will receive weekly emails detailing upcoming volunteer opportunities. Should you have any questions or need assistance, please feel free to reach out to us at volunteer@ppil.org.

Jul 31, 2018
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companyFirst Help Financial logo
Full-time|$65.6K/yr - $65.6K/yr|On-site|Chicago, Illinois, United States

Your Role: Bilingual Territory Sales RepresentativeYour Location: This position is based in the Chicago area, focusing on the South Chicago regions including Oak Lawn, Alsip, Midlothian, Matteson, Calumet City, Tinley Park, Orland Park, Joliet, Homewood, Chicago Heights, Plainfield, Urbana, Peoria, Bourbonnais, Saint Charles, Aurora, Naperville, and La Salle.You Will Report To: Associate Director, SalesDiscover more about our incredible Sales team!About the Position:At First Help Financial, recognized as a “Great Place to Work” for five consecutive years, we are expanding our Outside Sales team to support our impressive growth!As a Territory Sales Representative, you will take center stage in our operations, overseeing loan originations and building solid partnerships with auto dealerships throughout Illinois. This role is dynamic and engaging—you’ll spend over 40 hours a week in the field, networking with clients and making a significant impact. If a traditional 9-5 job doesn’t suit you and you thrive in face-to-face interactions, this is the perfect opportunity for you. We also provide reimbursement for your travel expenses within your assigned territory.Compensation & Career Advancement:Starting base salary of $65,586 or higher plus a quarterly performance bonus based on your experienceYour first quarter bonus is guaranteed during trainingComprehensive sales training, ongoing career progression opportunities, and a vibrant workplace culture, ensuring you have the resources to thrive and advance with us.Benefits:Competitive health and welfare benefits starting DAY ONE!Monthly mileage reimbursementPaid vacation, sick leave, and holiday pay401(k) matchingTuition reimbursement, social outings every quarter, monthly lunches, a comprehensive employee recognition program, and a professional development training program to enhance your career trajectory with us.Your Responsibilities:As part of your role, you will:Develop and sustain strong relationships with both existing and prospective auto dealerships in your territoryAct as the primary contact for dealership accounts, ensuring accessibility via phone, text, or email during operating hoursInform dealerships about our services and offeringsIdentify and pursue new dealership opportunities...

Mar 24, 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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companySika AG logo
Full-time|On-site|Chicago

Role overview The Territory Sales Manager at Sika AG works to increase sales and build strong client relationships across the Chicago area. The position centers on uncovering new business while also supporting and expanding existing customer connections to drive growth in the local market. What you will do Seek out and develop new sales opportunities within the assigned territory. Maintain and strengthen relationships with current clients to improve retention and expand market share. Collaborate with marketing and product development teams to ensure offerings meet customer needs. Support strategies aimed at raising customer satisfaction and engagement.

Apr 23, 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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companyOldcastle Building Envelope logo
Full-time|On-site|Chicago, IL

Role overview Oldcastle Building Envelope seeks a Strategic Territory Sales Manager based in Chicago, IL. The main goal is to increase sales and reinforce the company's foothold in the Chicago area. Key responsibilities Create and carry out sales strategies tailored to local customer needs Engage directly with clients to provide consistent service and nurture long-term relationships Support efforts to broaden Oldcastle Building Envelope's presence throughout the Chicago market

Apr 27, 2026
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companyVerkada logo
Full-time|$85K/yr - $170K/yr|On-site|Chicago, IL United States

Who We AreVerkada is revolutionizing the way organizations safeguard their people and locations through our integrated, AI-driven platform. As a leader in cloud-based physical security, Verkada empowers organizations to enhance safety and efficiency with a unified software solution that encompasses video security, access control, air quality monitoring, alarms, intercoms, and visitor management.With over 30,000 organizations globally, including more than 100 Fortune 500 companies, Verkada is the trusted choice for seamless management, intelligent control, and scalable implementations. Established in 2016, we have experienced rapid growth, now boasting 15 offices and over 2,200 dedicated employees.What You'll DoIdentify and secure new business opportunities to consistently achieve or surpass quarterly sales targets.Develop a deep understanding of Verkada's product lineup and its position within the market.Oversee the entire sales process: prospecting new clients, conducting online demonstrations, crafting proposals, and closing sales.Ensure precise pipeline management with advanced forecasting techniques.Consistently exceed performance metrics related to outbound calls, emails, online demos, and trials each quarter.Serve as a reliable advisor and subject matter expert for clients and channel partners.Collaborate closely with Channel Partners and Technical Support to facilitate smooth product launches and drive future growth.Provide valuable market and client insights to Verkada’s product and engineering teams.

Feb 9, 2026
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companyTrupanion logo
Full-time|On-site|Chicago

Join Trupanion as a Territory Sales Partner in North Chicago, IL, where you will play a vital role in expanding our reach and supporting pet owners by providing exceptional service and innovative solutions. This is an exciting opportunity to leverage your sales skills and passion for pets in a dynamic environment.

Mar 3, 2026
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companyN2 Publishing logo
Full-time|$115.9K/yr - $199K/yr|Hybrid|Chicago, IL

About the Opportunity This unique position is not your typical sales job; it provides a platform to create and manage a hyperlocal magazine within your community, supported by a well-established national company. You will have the opportunity to develop your market, foster client relationships, and cultivate a sustainable revenue stream. If you are a relationship-oriented salesperson eager to invest in your own business, this role combines sales, personal ownership, and community leadership into an exceptional opportunity. Position Summary We are looking for a Territory Sales Manager (referred to at N2 as Area Directors) to launch, manage, and expand a BeLocal publication in your local area. In this role, you will act as a local publisher: driving revenue, forging partnerships with local business owners, and creating a magazine that embodies the essence of your community. Your initial months will be dedicated to establishing your territory and building your client base, allowing you to nurture an asset that you own. This hybrid role entails a mix of in-person community engagement along with work conducted from your home office. Who You Are An entrepreneurial spirit, driven by the challenge of building rather than merely maintaining. A natural relationship-builder with strong consultative sales skills. Passionate about empowering local businesses to thrive and succeed. Confident in utilizing N2's proven systems while making them your own. What You’ll Do Conduct consultative meetings with local business owners to establish enduring advertising partnerships. Develop meaningful community relationships using a proven engagement model. Connect local businesses with their target customers through your publication. Engage with homeowners to gather genuine, community-focused content. Oversee your territory, manage the sales pipeline, and supervise publication operations. Collaborate with N2's national team for design, production, training, and ongoing support. Lead the growth of your publication as the face of Stroll in your market. What You’ll Love Ownership, Not Just Employment – Build and oversee a local publication business in your community. Flexible Schedule – Structure your workday around your lifestyle. Comprehensive Training – Access to proven, repeatable systems to support your success.

Apr 10, 2026
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companyEquipmentShare logo
Full-time|$150K/yr - $600K/yr|On-site|Chicago, IL (Southwest)

EquipmentShare seeks a Territory Account Manager for the Chicago, IL (Southwest) area. This role is based at the local rental facility and centers on building strong partnerships with contractors and leaders in construction. The focus is on expanding the customer base and supporting the company’s mission to improve the construction process. Key responsibilities Grow the customer base by connecting with contractors and decision-makers in the construction industry Develop and maintain long-term business relationships within the assigned territory Represent EquipmentShare’s full line of construction equipment rentals, including aerial lifts, earth-moving machinery, and material handling tools Compensation $150,000 - $600,000 Total Compensation ($24,000 base salary plus uncapped commission with no market restrictions)

Apr 24, 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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companyPure Storage logo
Full-time|$63K/yr - $94.5K/yr|On-site|Chicago, Illinois; Philadelphia, Pennsylvania

Role overview Pursue new business as a Territory Account Executive at Pure Storage, focusing on mid-market accounts in the Northeast region, especially Philadelphia. This position is based in the Chicago office and centers on remote selling. Collaboration with both partners and internal teams is a key part of the role. What you will do Drive direct sales remotely, aiming to meet or exceed assigned quotas. Develop and implement account strategies, working closely with partners to close deals each quarter and year. Build and maintain strong channel relationships, involving sales and technical resources as needed to support opportunities. Identify and pursue new business, engaging key decision-makers within target accounts. Prepare and deliver proposals that show how Pure Storage solutions align with client needs. Keep a well-organized sales pipeline, focusing on conversions and providing accurate forecasts. Work primarily from the Chicago office, following in-office policies unless on approved leave. Location details This role is based in Chicago, Illinois, with a sales focus on the Northeast region and a particular emphasis on Philadelphia mid-market accounts.

Apr 24, 2026
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company
Full-time|On-site|Chicago

At Diversified Botanics, we thrive at the crossroads of wellness, meticulous manufacturing, and operational excellence. We create botanical wellness products that withstand rigorous scrutiny, focusing on quality over speed. Our impressive portfolio features industry-leading brands like MIT45 and innovative products such as Uprising and Kava+, all crafted under strict GMP and NSF-certified standards.Our team operates with a sense of urgency and a commitment to evidence-based practices, accountability, and respect for our work. We welcome individuals who take pride in precision, understand the implications of shortcuts, and are eager to contribute to a well-structured team.Role OverviewAs the Territory Manager for the Midwest region, you will be responsible for the commercial performance across multiple states, with a clear focus on growth and customer retention. Your primary goals include opening new convenience store chains, developing untapped markets, and enhancing our existing customer relationships.This territory presents a unique challenge that requires diligent prospecting, strategic territory management, strong distributor coordination, and precise forecasting. You will not merely cover the territory; you will own the business and be accountable for revenue growth, margin management, and maintaining brand integrity.You must be comfortable making independent decisions that affect revenue in this multi-state landscape, including activating indirect channels, building a robust sales pipeline, and ensuring consistent product sell-through across diverse markets.

Feb 23, 2026

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