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 (Fall 2025), 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 hard-working 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 you with a competitive benefits package which includes:

Medical, Dental, and Vision Insurance
401k with company match
RSUs
Paid vacation, 10 company holidays, sick time, and volunteer time off
Employee Resource Groups to build community and inclusion at work
Monthly cell phone and internet stipend
Tuition reimbursement for up to $2,000 per calendar year to assist with your professional development

*These represent our full-time benefits. Part-time/hourly benefits may vary and will be shared upon request

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.

#LI-HYBRID

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 careers@spoton.com.

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.

Work authorization in the U.S. is required. Visa sponsorship is not available for this role.

SpotOn is an E-Verify company.

Territory Sales Representative/ Restaurant Specialist - Chicago, IL