Territory Sales Representative/ Restaurant Specialist - Chicago, IL

About SpotOn

We’re not just building restaurant tech, we’re giving independent restaurants the tools to compete and win. From our award-winning point-of-sale to AI-powered profit tools, everything we do helps operators boost profit, work smarter, and keep their best people. And every solution is backed by real humans who actually give a sh*t about helping restaurants succeed.

• Named the #1 Restaurant POS by G2 (Summer 2026), based on ratings from real users

• Rated the top-rated point-of-sale (POS) for restaurants, bars, retail, and small businesses by Capterra users

• Awarded Great Places to Work and Built In’s Best Workplaces for multiple years running

We move fast, care hard, and fight for independent restaurant operators to do what they love, and love doing it. If you’re looking to make an impact with heart and hustle, SpotOn is the place for you.

Territory Sales Representative / Restaurant Specialist

At SpotOn, you will be working in your local assigned territory and responsible for promoting our full product suite while building positive relationships with local businesses & restaurant owners to help take their businesses to the next level. We're looking for motivated individuals with an entrepreneurial spirit who excel at developing new relationships, deeply understand SMB's biggest challenges, and have the drive to make a significant impact in their local communities.

Responsibilities:

• Be a local representative for SpotOn in your community by offering advanced technology to local business owners that will help run and grow their businesses

• Travel to and from client sites within a designated geographical territory to prospect, build relationships, and sign up new local business owners and merchants

• Manage the full sales cycle from start to finish with a growing portfolio of clients

• Hit sales targets, with a particular focus on selling software & point-of-sale solutions along with payment processing

• Work closely with our extended Sales Support team to help reach your monthly sales performance goals

Qualifications:

Research shows that women and members of underrepresented groups tend to apply to roles only when they check every box on a job description. We encourage you to apply if you meet the majority of our qualifications and if this role is aligned with your career trajectory.

• 2+ years of B2B sales experience with an emphasis on small business owners, merchants, and restaurants

• Proven track record delivering against sales goals with a metrics-oriented, need-to-win attitude

• Excellent cold calling, prospecting, and territory buildout experience

• Proficient in Salesforce as a CRM is a plus

• Maintain and manage the client relationship in collaboration with our internal support teams to ensure the success & satisfaction of your customer portfolio

• The ability to learn technology basics and apply them to business situations

• Ability to embrace feedback and hold yourself accountable

Benefits:

At SpotOn, we put people above everything else. We’re known for our innovative software and technology solutions, but we stand out because of the hardworking humans behind the tech. We can’t take care of our clients without taking care of our employees first, and that’s why we invest in your wellbeing with a competitive benefits package designed to support your health, family, and future:

• Medical, Dental, and Vision Options: Nationwide plans to fit your personal healthcare needs.

• HSA with Employer Match: High-deductible health plan enrollees receive an annual company contribution to their Health Savings Account

• Company-Paid Life Insurance & Disability

• 401(k) Retirement Savings & Annual Employer Match

• Restricted Stock Units (RSUs)

• Pre-Tax Commuter Benefits

• Paid Parental Leave

• Paid vacation, 10 company holidays (including 1 floating holiday), sick time, and volunteer time off

• Monthly cell phone and internet stipend

• Education reimbursement up to $2,000 per calendar year to assist with your professional development

• Employee Resource Groups to build community and inclusion at work

Compensation:

• A full-time, W2 position with an annual salary of $60,000 and total on-target earnings of up to $120,000-$275,000. Total on-target earnings are inclusive of base salary and commission potential.

• Please note the earnings listed are just one component of a competitive compensation package, which includes company RSUs.

• Commissions will be paid weekly for new accounts signed, bonuses earned for hardware and implementation, monthly production bonuses, and customer retention.

• Offers will be reflective of the candidate’s location and experience.

SpotOn is an equal employment opportunity employer. Qualified candidates are considered for employment without regard to race, religion, gender, gender identity, sexual orientation, national origin, age, military or veteran status, disability, or any other characteristic protected by applicable law.

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We will never ask candidates to pay fees, purchase equipment, or share sensitive personal or financial information during the hiring process. All legitimate communication from our recruiting team will come from an official company email address (@ spoton.com ). If something seems suspicious, please contact us at View email address on aiapply.co .

SpotOn is an equal employment opportunity employer. Qualified candidates are considered for employment without regard to race, religion, gender, gender identity, sexual orientation, national origin, age, military or veteran status, disability, or any other characteristic protected by applicable law.

SpotOn is an E-Verify company.