Washington, DC
Personalized cash back marketplace for gas, groceries, and dining
Upside operates a digital marketplace connecting consumers with brick-and-mortar retailers through personalized cash-back offers on everyday purchases like gas, groceries, and dining. The platform helps retailers drive incremental sales while delivering savings to consumers. It serves both individual shoppers and retail partners with data-driven promotions and marketplace tools.
Leads the Reconciliation engineering team responsible for transaction matching, cashback accuracy, and post-claim experiences across mobile and backend systems. The role combines people leadership, hands-on technical contribution, operational excellence, and cross-functional product strategy.
Lead the Consumer Core full-stack team at Upside, combining technical contributions with people-first leadership to drive operational excellence, scale foundational systems in KMP, Python and Java, and support consumer and partnerships applications. Requires 3+ years engineering management experience, hands-on mobile/API expertise, and passion for AI integration.
Lead the end-to-end consumer growth system for Upside's hypergrowth app, owning conversion, retention, cross-sell, multi-category adoption, and habit formation. Manage a team of PMs, drive high-polish product decisions, and set strategy grounded in data and marketplace economics. Requires 10+ years PM experience and leadership of 5-10 PMs.
Principal Product Manager owning Upside's personalized growth engine using AI, marketing tech, and consumer data to drive user acquisition, frequency, retention, and revenue. Requires 10+ years PM experience building scalable personalization or 0-to-1 platforms, strong data/experimentation skills, and cross-functional leadership.
Lead mid-market and enterprise grocery accounts through onboarding, retention, and expansion. Drive account health via monthly reviews, data-driven reporting, and cross-functional collaboration.
Staff AppSec Engineer owning end-to-end vulnerability identification and remediation. Partner with engineering teams on secure development practices, threat modeling, and AWS security architecture while leveraging AI tools.
Lead legal function as General Counsel reporting to CFO, providing guidance on contracts, privacy, employment, and litigation while mentoring Deputy GCs and managing outside counsel.
Lead design and research for a consumer fintech app, owning quality and polish while scaling a small embedded team through hypergrowth to 10M MAU.
Build AI-native internal platforms and tools for GTM teams to manage pipeline, analyze performance, and automate workflows. Full-stack engineer owning systems end-to-end with React/TypeScript and backend experience.
Lead architecture and optimization of automated, hyper-personalized lifecycle marketing funnels and incentive programs to drive consumer engagement, retention, and multi-vertical growth.
Build and maintain AI-powered workflows, systems integrations, and automation using Python, JavaScript/TypeScript, and SQL to improve customer support operations and tooling.
Senior IC role designing and stewarding an AI-accessible R&D operating system and blueprint. Requires deep experience in organizational design and operating models within technical environments.
Designs and governs enterprise knowledge systems and infrastructure using Confluence and Glean. Establishes documentation standards, lifecycle policies, and AI workflow guardrails to make organizational knowledge legible and self-sustaining.
Lead optimization and health of Upside's marketplace operations, building monitoring frameworks, managing incidents, and driving continuous improvement with a team of 3 ICs. Requires 7+ years in data/marketplace ops and strong cross-functional leadership.
Technical leader on the Data Engineering team driving design and implementation of foundational data products and analytics platform capabilities. Owns complex data systems end-to-end and leads platform modernization, migrations, and cross-functional initiatives.
Lead product commercialization efforts by bridging Product and Retailer GTM teams, driving retailer adoption through strategic messaging, pricing, and sales enablement for a B2B marketplace platform. Requires 7+ years in product marketing or sales enablement with strong cross-functional leadership skills.
Lead merchant analytics initiatives by scoping data analyses, interfacing with partners, and driving insights that improve product strategy and marketplace optimization. Requires 5+ years in data analytics or quantitative consulting with strong SQL skills.
Lead data analysis and merchant partner relationships to quantify Upside's business impact, drive product insights, and support strategy. Requires 2+ years in analytics/consulting, strong SQL skills, and excellent communication.
Staff-level AppSec engineer building secure coding practices and vulnerability management for a commerce platform. Requires 6+ years in application security with deep AWS and Python experience.