# Staff Forward Deployed Engineer, GTM Platform at Upside

- Company: Upside
- What the company does: Earn every time you shop gas, grocery, or food with Upside's free top-rated app. Get cash back on everyday necessities, making your purchases more rewarding. Download and start earning today! Backed by Bessemer and General Catalyst.
- Company website: https://www.upside.com/
- Type: Startups
- Level: Senior
- Location: NYC
- Work setup: Remote
- Pay: $214K to $245K base salary per year (USD)
- Posted: 2026-08-12
- Apply by: 2026-10-08
- Apply: https://jobs.ashbyhq.com/upside/3399cd25-3cc1-45f9-98da-4cf60c8f3123
- Page: https://www.1752.vc/careers/jobs/upside-staff-forward-deployed-engineer-gtm-platform/

## About the role

This is the first engineering hire on a new internal platform effort inside Upside's Revenue Operations organization. You'll be building a zero-to-one, AI-native system for our go-to-market teams; a substrate for agentic orchestration that is meant to take over the work our teams do today across cumbersome legacy tooling.

## What they're looking for

- Staff-level engineering experience — roughly 8 years or comparable depth built through another path with a history of owning systems end to end
- Experience taking something from zero to one: greenfield systems, early-stage products, or internal platforms you built from nothing
- Real experience building with LLMs and AI APIs in production, including prompt design, output evaluation, and iterating toward reliability
- Fluency with AI-assisted development tools as part of how you work, not as an experiment
- Strong judgment about technical tradeoffs, and the ability to refactor and change direction as requirements shift
- Genuine interest in the business side. You'll be spending time with revenue and operations teams, and curiosity about how they work is a real requirement of this role

Tags: GTM Strategy & Operations