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Staff Full Stack Engineer, GTM Systems

Upside Services, Inc.

Job Overview

Location

Austin

Job Type

Full-time

Full Job Description

📋 Description

• As a Staff Full Stack Engineer on the GTM Systems team at Upside Services, Inc., you will play a pivotal role in transforming how go-to-market teams operate by designing and building AI-native systems that enhance pipeline management, performance analysis, and workflow automation—directly supporting Upside’s mission to drive measurable profit for brick-and-mortar businesses and deliver exceptional value to consumers through innovative commerce technology.
• You will report to the Sr. Director of Revenue Operations and work at the critical intersection of engineering, AI, and business operations, owning systems end-to-end to help Upside acquire merchants, serve partners, and scale its GTM motion with reliable, scalable, and intelligent software solutions.
• Day to day, you will build high-impact applications and tools that accelerate Upside's go-to-market motion, including developing AI-native tools that help revenue teams manage pipeline, analyze performance, and automate operational workflows.
• You will partner deeply with cross-functional teams to understand business workflows and translate them into scalable technical solutions, engaging in rapid prototyping, iteration, shipping, and maintenance of features that directly impact revenue operations.
• You will own systems end-to-end, designing across the full stack—from front-end interfaces built with React and TypeScript to backend services, automation pipelines, and AI orchestration layers—ensuring seamless integration and long-term maintainability.
• You will continuously improve the systems you build by identifying opportunities to increase reliability, performance, and scalability while reducing manual work for the teams that rely on these tools, applying engineering excellence to drive operational efficiency.
• You will apply strong understanding of prompt design and prompt engineering as a core part of building AI-powered systems, including structuring prompts, evaluating outputs, and iterating on prompt strategies to improve reliability and quality of LLM-generated responses.
• You will drive quality through clear communication and documentation, recording design decisions, communicating tradeoffs, and ensuring others can build upon your work, fostering collaboration and knowledge sharing across teams.
• You will deliver reliably and transparently by setting clear expectations, communicating progress, and keeping stakeholders aligned as priorities evolve, acting as a trusted technical partner to both engineering and non-engineering stakeholders.
• You will join a mission-driven company that has already helped millions of users earn 2 to 3 times more cashback than any other product and enabled hundreds of thousands of brick-and-mortar businesses to earn measurable profit, with billions of dollars in commerce flowing through the Upside platform annually.
• You will have the opportunity to learn and achieve mastery in applying modern AI tools and automation to real operational challenges, shaping the technical direction of internal platforms while mentoring teammates and leading projects that deliver measurable outcomes in a high-growth, innovative environment.

🎯 Requirements

• 8+ years of professional software engineering experience with demonstrated depth in full-stack development, specifically React/TypeScript plus backend/database experience
• Deep experience using AI-assisted development tools to improve engineering velocity and quality
• Experience building applications or systems that leverage LLMs, AI APIs, or modern AI frameworks
• Experience designing and owning internal platforms or operational systems end-to-end
• Familiarity with modern deployment and infrastructure platforms such as Supabase, Vercel, or similar environments
• Strong product intuition and the ability to translate business workflows into well-architected technical solutions
• Track record of leading projects, mentoring teammates, and delivering measurable outcomes
• Strong communication skills and the ability to collaborate effectively with both technical and non-technical stakeholders

🏖️ 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 + 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!

Skills & Technologies

Python

JavaScript

TypeScript

React

Next.js

Full Stack

Senior

Hybrid

$214k-245k

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Upside Services, Inc.

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About Upside Services, Inc.

Upside Services provides a cash-back platform that connects consumers with nearby fuel stations, grocery stores, and restaurants. The company earns revenue through performance-based marketing agreements with merchants, who pay only when Upside drives incremental profit above baseline sales. The mobile app delivers personalized offers and processes rebates to users’ bank accounts or digital wallets. Founded in Washington, D.C., Upside uses anonymized transaction data and machine-learning models to forecast demand and set dynamic incentives, aiming to increase foot traffic and basket size for partner businesses while rewarding consumer loyalty.

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