Jobs · Marketing · Illinois

Principal Product Manager, Personalization

Upside · Chicago, IL · 4 days ago
HybridMarketing$224k–$243k/yrFull-time

Overview

Upside was founded to revolutionize brick-and-mortar commerce. Our platform leverages the sophistication of online retail—such as profit measurement, attribution, and incrementality—to enhance the value of everyday purchases for consumers and generate new profits for brick-and-mortar businesses. We've enabled millions of users to earn significantly more cashback than competing products and have helped hundreds of thousands of businesses increase their profitability. Every year, billions of dollars flow through the Upside platform, benefiting retailers, consumers, and environmental initiatives. The Impact

What You'll Do

  • Own the strategy and roadmap for building Upside's personalized growth engine.

  • Translate a broad, ambitious personalization vision into sequential, buildable phases.

  • Define clear requirements and specs, and prioritize the backlog across the growth stack, including data infrastructure, multi-channel outreach, app surface areas, creative personalization, and incentive systems, while making build-vs-buy-vs-integrate decisions.

  • Define success metrics and KPIs for the growth system, and use data to guide prioritization and validate impact.

  • Drive multi-vertical (Fuel, Grocery, Restaurant) network adoption, identifying high-relevance users and targeting them with localized, personalized communications based on proximity to relevant retail locations.

  • Run rapid experimentation on messaging and incentives, using results to identify repeatable user habits before scaling globally.

  • Build a strong partnership with Upside's internal consumer marketing team, deeply understanding their needs and translating them into clear product requirements.

  • Lead cross-functionally without direct authority, aligning engineering, design, data, and marketing around a shared roadmap and set of priorities.

Competencies

  • 10+ years of product management experience, including leading complex, ambiguous, or platform-level initiatives.

  • Proven track record of building scalable personalization platforms, CRM systems, or 0-to-1 products.

  • Strong quantitative and analytical skills, with hands-on experience using data and experimentation to guide product decisions.

  • Technical fluency and ability to synthesize granular detail into clear, strategic narratives for different audiences.

  • Exceptional communicator who builds deep cross-functional trust and can influence senior stakeholders without direct authority.

  • Deep business acumen, with the ability to connect product decisions to retention, revenue, and broader company strategy.

  • Exceptional consumer empathy and an intuitive understanding of what motivates user behavior.

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 $224,000 - $243,000
  • Tier 2: Austin, Chicago, Washington, DC $204,000 - $221,000

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.

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

  • Awesome mission!

  • Diversity and Inclusion

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.

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