Senior Software Engineer Chicago, IL

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 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

Spot On is a cutting-edge software company dedicated to redefining the merchant services industry. At Spot On, we combine payment processing with customer engagement and business management solutions - proudly giving small and medium businesses the data and tools they need to run and grow their business. Our tools increase merchant revenue and connect businesses with their customers using rewards, deals, online reviews, website building, and data analytics.

Historically, tools like these were only available to sophisticated businesses with big bankrolls and their own developers - but our platform caters to neighborhood stores, independent retailers, and other small-to-midsize businesses. You can find our services deployed in many cities across the U.S. and Mexico.

On a daily basis, you will:

• Lead large, complex software projects and/or technical initiatives; break down work for, and provide guidance to, more junior engineer contributors.
• Collaborate directly with internal stakeholders (both technical and non-technical) to uncover requirements, ensuring continuous clear communication.
• Provide updated estimates regarding ongoing work, and suggest deadline or scope changes as appropriate.
• Build and maintain observability tooling and helpful documentation.
• Triage and prioritize incoming requests and internal bug reports.

Minimum Qualifications:

• 5+ years of experience in software development
• Bachelor's degree in Computer Science, or equivalent work experience
• Experience building scalable, production-ready applications.
• Experience successfully leading large, complex projects and technical initiatives from discovery to completion.
• Strong technical leadership skills; proven track record of taking initiative to improve processes and the codebase. Champion of industry best practices, ownership, and accountability.
• Strong communication skills, both written and verbal, and both to technical and non-technical audiences.
• Technical experience with backend languages and frameworks, such as:
  Python:
  Django/FastAPI/Flask.
• Technical experience with various data storage solutions, such as:
  MySql/Postgres, Mongo
  
  DB.
• Technical experience with cloud technologies, observability tooling, CI/CD pipelines, containerization, and infrastructure-as-code.

Perfect candidate also has:

• Familiarity with Shape Up software development methodology.
• Experience working in high-performing SaaS companies.
• Experience with mentorship.
• Experience working with third-party authentication providers, especially with Okta.

At Spot On, 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

Compensation:

• Our base pay range starts at $124,000 -$171,150 for this role
• Please note the salary range listed is just one component of a competitive compensation package which includes a company stock plan
• Offers will be reflective of the candidate’s location and experience.

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 (). If something seems suspicious, please contact us  .

Spot On 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.

Spot On is an E-Verify company.