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Upside

Personalized cash back marketplace for gas, groceries, and dining

Washington, DCHybrid201-1000fintechSeries D+
About

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.

Tech stack
AWSPythonSQLJavaScriptTypeScriptSnowflakeDagsterdbtOpenAIClaudeZendeskRetool
Perks & benefits
401kHealth insurance
Browse by role
Open roles · 19
Upside

General Counsel

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.

285k – 310kWashington, DCLegalHybrid15+ YOEAI ToolsPrivacy Law
Upside

Head of Design and Research

Lead design and research for a consumer fintech app, owning quality and polish while scaling a small embedded team through hypergrowth to 10M MAU.

249k – 289kWashington, DCProduct DesignHybridFintechAI Tools
Upside

Deputy General Counsel

Deputy General Counsel reporting to the CFO, overseeing company-wide contract processes, drafting and negotiating commercial agreements, and providing legal counsel on privacy, data protection, and consumer law in a fast-paced tech environment.

200k – 220kWashington, DCLegalHybrid12+ YOEData privacy lawContract drafting
Upside

Commercial Lead, Referrals

Own end-to-end performance of Upside's high-performing referrals channel, including strategy, incentive design, lifecycle activation, and conversion optimization in partnership with product.

170k – 212kWashington, DC +1Business DevelopmentHybrid7+ YOECRMLooker
Upside

Manager, Infrastructure Engineering

Engineering Manager to lead the Infrastructure team responsible for AWS cloud platform, networking, security, CI/CD, and observability. Requires 3+ years managing infra/SRE teams plus hands-on cloud operations experience.

185k – 215kAustin, TX +3Engineering ManagementHybrid6+ YOEAWSIAM
Upside

Staff Full Stack Engineer, GTM Systems

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.

214k – 245kAustin, TX +3GTM EngineeringHybrid8+ YOERAGLLMs
Upside

Lifecycle Marketing Principal, Automations & Incentives

Lead architecture and optimization of automated, hyper-personalized lifecycle marketing funnels and incentive programs to drive consumer engagement, retention, and multi-vertical growth.

170k – 200kWashington, DC +1Product MarketingHybrid8+ YOESQLCRM
Upside

Senior CX Systems Engineer, AI & Automation

Build and maintain AI-powered workflows, systems integrations, and automation using Python, JavaScript/TypeScript, and SQL to improve customer support operations and tooling.

130k – 160kAustin, TX +3Support EngineeringHybrid5+ YOESQLAWS
Upside

Work Design Architect

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.

198k – 215kAustin, TX +3Technical Program ManagementHybrid7+ YOEforum designsystems thinking
Upside

Knowledge Systems Architect

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.

153k – 165kAustin, TX +3Technical WritingHybrid7+ YOEGleanConfluence
Upside

Senior Director, Marketplace Operations & Health

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.

220k – 256kWashington, DC +3Business OperationsHybrid7+ YOESQLSLAs
Upside

Staff Data Engineer

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.

215k – 250kWashington, DCData EngineeringRemote8+ YOEdbtCI/CD
Upside

Benefits & Payroll Lead

Lead payroll and benefits operations for a growing company, managing end-to-end semi-monthly payroll across multiple states and overseeing comprehensive benefits programs while ensuring compliance.

153k – 183kWashington, DC +1People OpsHybrid8+ YOEHRISBambooHR
Upside

Principal Product Marketing Manager, Product Commercialization

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.

179k – 215kAustin, TX +3Product MarketingHybrid7+ YOEB2B SaaSData Analysis
Upside

Senior Merchant Analytics Manager

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.

130k – 165kAustin, TX +3Data AnalyticsHybrid5+ YOESQLLooker
Upside

Merchant Analytics Manager

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.

123k – 155kAustin, TX +3Data AnalyticsHybrid2+ YOESQLLooker
Upside

Staff Application Security Engineer

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.

210k – 230kWashington, DCSecurity EngineeringRemote6+ YOEAWSSCA
Upside

Senior HR Business Partner

Senior HR Business Partner supporting Engineering and Retail teams with performance management, employee relations, talent programs, and scaling people initiatives in a hybrid role.

127k – 160kWashington, DC +1People OpsHybrid5+ YOEemployment lawtalent management