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11 days ago
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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.About the role:We're looking for a Principal Data Engineer to be the technical backbone of our Analytics Engineering team. You'll architect and evolve the data platform that powers Upside's most critical product and business decisions: setting patterns, leading cross-functional workstreams, and raising the bar for how data moves through the company.This is a role for someone who wants real ownership. Our team is small and intentional, our scope is large (~2,000 tables, 100 pipelines), and the work directly shapes product features, ML models, and business outcomes. If you do your best work when the problem is ambiguous and the impact is visible, this is the role for you.Here are some ways you'll drive impactLead platform modernization; deprecate legacy workflows, migrate pipelines to scalable patterns, and sharpen our CI/CD and developer experienceDrive infrastructure and FinOps initiatives across Snowflake, Dagster, and dbt; reducing cost, improving governance, and increasing maintainabilityOwn platform evolution projects like making data consumable by agentic tools and workflows, and improving orchestration across the analytics stackDesign and deliver complex, domain-critical data products used by analysts, data scientists, and product teams to ship features and drive strategyArchitect reusable, extensible patterns for modeling, orchestration, and transformation; balancing flexibility, cost, and long-term maintainabilityLead technical planning across cross-functional teams, breaking down large data initiatives into scoped, sequenced workstreamsMentor engineers, build internal documentation and tooling, and raise the overall standard for analytics engineering at UpsidePartner with engineering, product, data science, and business stakeholders to deliver end-to-end solutionsRepresent Data Engineering in design forums and shape the future roadmap for data at UpsideWhy You Should ApplyThis role is a good fit for you if:You challenge the status quo when it makes the team and business better and use data to make the caseYou thrive at the intersection of systems and storytelling; building robust solutions and communicating their purpose so others can act confidentlyYou build for resilience and scale, and know when to invest in observability, automation, or new infrastructure to reduce toilYou believe quality starts upstream; you champion early testing, validation, and a culture of getting it right before it breaks downstreamIdeal Qualifications8+ years in data or analytics engineering with a track record of owning complex, business-critical systems end to endHands-on experience with AWS; deployments, workload management, cloud infrastructure and the modern data stack (Snowflake, dbt, Dagster, Databricks, Terraform)A track record of leading platform migrations, deprecations, or upgrades across shared systems; balancing technical risk, continuity, and long-term maintainabilityAbility to design secure, reusable patterns for data ingestion, access control, and platform automation and comfort partnering with Infrastructure, Security, and Governance stakeholdersExperience with DevOps practices (CI/CD for data), data governance, or FinOpsAbility to break down ambiguous, cross-functional problems and lead implementation from design to deploymentClear communication across all audiences; engineers, analysts, product managers, and business leadersA genuine drive to mentor others, set standards, and leave every system better than you found itPreferred QualificationsExperience supporting ML workflows; building features or monitoring model inputs and outputsBackground in a fast-growing startup or on platform-style teams that serve internal customersEngineering Culture:We want our engineers to have the time and support to grow in their craft and contribute meaningfully to impactful technical decisions. Engineers are encouraged to focus deeply on their work, collaborate effectively with team members, and continuously develop their skills. Teams are thoughtfully staffed to create a dynamic and diverse environment that enhances learning and innovation.Benefits:Medical, dental, and vision coverage starting on Day 1Equity (ISOs)401(k) programFamily planning programs + paid parental leavePhysical fitness and wellness membershipsEmotional and mental health support programsUnlimited PTO + 10 paid federal holidays + our annual, week-long Winter BreakFlexible work environmentLunch reimbursement for in-office employeesEmployee Resource GroupsLearning and Development stipendTransparent cultureAmazing 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 accommodations@upside.com.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.
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