Live In Payments Operations Jobs in Chicago, IL (NOW HIRING)

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.

As the Product Manager in Payments, you will own the strategy and execution for SpotOn’s end-to-end payments experience—spanning card-present and card-not-present acceptance, transaction processing, routing, and the downstream flows that get merchants paid. You will define how payments are presented, authorized, captured, settled, and funded across our hospitality-focused ecosystem, ensuring reliability, security, and compliance while driving a best-in-class experience for restaurants and other hospitality merchants.

While your primary charter is the broader payments product, you will also partner with our money movement and remittance functions to make sure merchant funding is accurate, predictable, and transparent—ensuring the economics and timing of merchant processing show up cleanly in our product surfaces.

We are looking for a strong product leader—someone who can set a clear vision, rally engineering, design, operations, GTM, and external partners around it, and make confident trade-offs in a high-stakes, highly regulated domain. Your success will be measured by payment performance (authorization rates, latency, and resiliency), merchant satisfaction, funding accuracy, and the ability to unlock new payment capabilities that help merchants grow revenue and reduce operational friction.

• Own the end-to-end product roadmap for payments across card-present and card-not-present environments, with a focus on hospitality use cases like table service, counter service, bars, quick-service, and multi-location groups.

• Define how each payment media type is presented and accepted—chip, contactless, digital wallets, ecommerce tokens, and white label loyalty—and set the metrics that measure acceptance health.

• Translate complex payment flows into simple, intuitive experiences for merchants and their staff (refunds, tips, adjustments, partial authorizations, and offline/stand-in authorization).

• Monitor and improve key payment performance metrics—authorization rates, chargebacks, declines, disputes, latency, reconciliation accuracy—through rigorous data-driven experimentation.

• Partner with risk, compliance, and security to ensure adherence to network rules and PCI DSS, and with GTM to package and position payment capabilities that differentiate SpotOn for hospitality.

• Lead discovery with external processors, acquirers, gateways, and partners to evaluate new capabilities, routing options, and cost-optimization opportunities.

• Partner with money movement and remittance teams to ensure merchant processing funds settle on time, with accurate fees, adjustments, and chargeback handling reflected in merchant-facing reporting.

• Feed payment product decisions (routing, interchange optimization, surcharging/dual pricing) back into funding and remittance workflows so merchant payouts stay predictable and explainable.

• Act as the primary product point of contact for payments across SpotOn, aligning stakeholders around a clear vision, roadmap, and success metrics.

• Facilitate cross-functional decision-making, balancing technical constraints, regulatory considerations, and merchant needs to arrive at pragmatic, high-impact solutions.

• Communicate clearly and consistently with executives and senior leaders on trade-offs, risks, dependencies, and progress for payment initiatives.

• Mentor and influence peers and adjacent product teams on payment best practices, shared capabilities, and platform standards to avoid fragmentation and duplicate solutions.

• Contribute to a culture of accountability, urgency, and ownership, ensuring that cross-functional teams deliver high-quality releases on time and learn quickly from launches.

• 5+ years of product management experience, with at least 3 years focused on payments, fintech, or closely related financial services products.

• Demonstrated product leadership—able to set a clear vision, influence senior stakeholders, make confident trade-offs under ambiguity, and rally engineering, design, and GTM teams around shared outcomes.

• Deep understanding of card-present and card-not-present payments, including authorization, capture, clearing, settlement, tokenization, risk, and chargeback flows.

• Working familiarity with merchant processing economics—interchange, scheme fees, and how those show up in settlement and remittance to merchants.

• Experience working with payment processors, acquirers, gateways, or card networks, ideally in a platform or multi-tenant merchant environment.

• Strong analytical skills, including comfort working with large payment datasets, building dashboards, defining KPIs, and using data to drive prioritization and experimentation.

• Proven success shipping complex, technical products that require deep collaboration with engineering and operations teams.

• Excellent written and verbal communication skills, with the ability to explain complex payment concepts to both technical and non-technical audiences.

• Customer-centric mindset with experience conducting discovery, user interviews, and feedback sessions with merchants or similar B2B customers.

• High degree of ownership, bias toward action, and ability to manage multiple initiatives in parallel in a fast-paced, high-growth environment.

Compensation:

• Our base pay range starts at $180,000 -$225,000/year 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.

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

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.

Compensation Range: $180K - $225K