Meet Upside:

We created Upside to transform brick-and-mortar commerce. Our technology uses the sophistication of online retail—profit measurement, attribution, and incrementality—to provide users with more value on their everyday purchases and brick-and-mortar businesses with new, profitable customers. We’ve helped millions of users earn 2 to 3 times more cashback than any other product, and hundreds of thousands of brick-and-mortar businesses earn measurable profit. Billions of dollars in commerce run through the Upside platform every year, and that value goes directly back to our retailer partners, the consumers they serve, and important sustainability initiatives.

The Impact You'll Make

Upside has established itself in fuel and scaled into grocery. Restaurant is the vertical with the most headroom and the least built — and this role owns it. As the Product Manager for the restaurant vertical, you'll operate like an entrepreneur inside a company that already has distribution, data, and a proven measurement engine: you decide which restaurant segments to win, what the wedge product is, and how the economics have to work for a restaurant operator to see real, provable profit. That means adapting Upside's core incrementality system to restaurant behavior, shaping the offer optimization models that price every promotion, and building the merchant-facing product that turns measured profit into a partner who renews and expands. Few PM roles come with this much ownership over a real business.

What You'll Do

• Own the strategy and roadmap for Upside's restaurant vertical on the merchant side — segment prioritization, feature requirements, and the path to scale.

• Adapt Upside's core incrementality and measurement system to restaurant economics, where visit cadence, ticket size, margin structure, and promotion sensitivity all behave differently than fuel or grocery.

• Partner with data science on restaurant offer optimization — pressure-testing model assumptions, surfacing limitations, and translating model behavior into terms a restaurant operator understands and trusts.

• Drive transaction and profit growth for restaurant partners, and own the metrics that prove it.

• Build the merchant-facing product experience that demonstrates value: measurement, reporting, onboarding, and the tools account teams use to make the case.

• Partner with sales and account management to drive adoption and retention within restaurants, and act as the voice of the restaurant vertical in company-level forums.

• Make build-vs-buy-vs-integrate calls on the POS, payments, and data integrations the vertical depends on.

• Set and drive OKRs for the vertical, and lead cross-functionally — engineering, data science, design, sales, accounts, and marketing — without direct authority.

Competencies You'll Need

• 6+ years of product management experience, including B2B or merchant-facing products in retail, restaurant technology, payments, or ecommerce.

• Demonstrated 0-to-1 ownership: has built a product line or business area from early stage rather than optimizing a mature one.

• Strong command of unit economics and measurement — incrementality, attribution, margin math — and the ability to defend a methodology to a skeptical partner.

• Hands-on experience working with data science or ML teams on models that drive pricing, offer, or targeting decisions.

• Able to synthesize granular technical and quantitative detail into clear narratives for very different audiences, from an ML engineer to an independent restaurant owner.

• Exceptional influencing skills; builds deep trust with sales and account teams whose buy-in the vertical depends on.

• Strong user empathy for small and mid-sized business operators, and the judgment to know which of their requests to build and which to decline.

• Thrives in ambiguity with a metrics-and-experimentation-driven approach to decisions.

Location:

This hybrid role is based in our Austin, Chicago, DC, or NYC office. In-office attendance is required on Monday, Tuesday, and Thursday, and may increase based on project-based needs and changes to Upside’s in-office policy over time.

Compensation:

The U.S. base salary range for this full-time position varies by work location:

• Tier 1: NYC $193,000 - $220,000

• Tier 2: Austin, Chicago, Washington, DC $175,000 - $200,000

In addition to base salary, this position is also eligible for equity and benefits.

The final starting pay will be determined based on job-related skills, experience, qualifications, work location, and market conditions. Your recruiter can share more about the specific salary range for your location during the hiring process.

#LI-Hybrid
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Benefits:

• Medical, dental, and vision coverage starting on Day 1

• Equity (ISOs)

• 401(k) program

• Family planning programs + paid parental leave

• Physical fitness and wellness memberships

• Emotional and mental health support programs

• Unlimited PTO + 10 paid federal holidays + our annual, week-long Winter Break

• Flexible work environment

• Lunch reimbursement for in-office employees

• Employee Resource Groups

• Learning and Development stipend

• Transparent culture

• Amazing mission!

Diversity and Inclusion:

Diversity drives innovation, and our differences make us stronger. We‘re passionate about building a workplace that represents a variety of backgrounds, skills, and perspectives, and we do not discriminate based on race, religion, color, national origin, gender, sexual orientation, age, marital status, veteran status, or disability status. Everyone is welcome here!

If there's anything we can do to support a disability or special need during your application or interview process, please email [email protected].

This email is for accessibility accommodations only, it should not be used to submit job applications.

Notice To Recruiters And Placement Agencies:

This is an in-house search with a dedicated recruiter. Please do not submit resumes to any person or email address at Upside. Upside is not liable for, and will not pay, placement fees for candidates submitted by any party or agency other than its approved recruitment partners.