Upside

Upside operates a digital marketplace and commerce platform that connects consumers with brick-and-mortar retailers such as gas stations, grocery stores, restaurants, and hardware stores. The company builds technology that uses profit measurement, attribution, and incrementality to provide users with cash back on everyday purchases while generating incremental profit for merchants without altering how they operate. Through its platform, Upside aims to increase purchasing power for consumers in the real world.

In the realm of artificial intelligence and internal enablement, Upside develops shared infrastructure to scale AI use across its organization. A key project is Ascent, a platform built on top of Claude Enterprise that provides connected systems, encoded company knowledge, and tooling to help both engineering and business teams leverage AI capabilities. The platform includes specific initiatives like the Software Factory for engineering workflows and enterprise tracks designed to improve productivity across non-technical departments.

The open roles at Upside indicate that the company is building specialized technical teams focused on AI enablement and go-to-market systems. Current job openings include senior and lead roles such as an AI Enablement Lead, a Staff Forward Deployed Engineer for the GTM Platform, and a Staff Full Stack Engineer for GTM Systems. These positions are structured as remote roles based out of locations like Austin and New York, pointing to a distributed team model that collaborates closely with internal business units to deploy AI-native operational tooling.