# Director, Engineering - Merchant & Pay 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: Principal and up
- Location: Austin
- Work setup: Remote
- Pay: $245K to $293K base salary per year (USD)
- Posted: 2026-10-01
- Apply by: 2026-11-23
- Apply: https://jobs.ashbyhq.com/upside/d4d2dae9-e5cf-47dd-b66c-1b9ef0514051?utm_source=1752vc&utm_medium=careers
- Page: https://www.1752.vc/careers/jobs/upside-director-engineering-merchant-and-pay/

## About the role

We're looking for a Director, Engineering to lead our Merchant & Pay hive - the group responsible for the retailer and partner side of our multi-sided marketplace. This team includes Pay, our in-flow payments experience, as well as supporting internal tooling for some of our operational partners. Found on 1752vc Careers, the job board for startup and VC roles.

## What they're looking for

- Have 10+ years of engineering leadership experience, including experience managing managers, and a track record owning complex, business-critical systems end to end
- Have led teams supporting merchant-, partner-, and/or payments-facing systems, or comparable B2B2C / marketplace domains
- Are comfortable designing and reviewing solutions in AWS, and can make pragmatic tradeoffs between performance, reliability, and cost
- Have a track record scaling platforms and partner integrations that support millions of users and enterprise-grade partners
- Have experience integrating generative AI into engineering workflows to improve delivery speed, quality, and developer experience
- Communicate clearly across technical and non-technical audiences, and can translate complex tradeoffs into roadmaps that balance speed, quality, and long-term business value

Tags: Engineering

Source: 1752vc Careers, https://www.1752.vc/careers/jobs/upside-director-engineering-merchant-and-pay/