Jobs at Upside

Positions 393,582

Upside is a fintech leader behind a consumer rewards app that partners with major retailers and fuel stations, generating more than $5 billion in annual cashback to millions of users. Since 2015, the company has built a data‑centric platform that delivers personalized offers in real‑time, positioning Upside as a key player in the U.S. rewards market.

Upside hires across the technology spectrum—backend and infrastructure engineers, data scientists, product managers, front‑end developers, and mobile iOS/Android specialists—to scale its offer‑delivery engine. Candidates can expect an agile, cross‑functional environment with weekly hackathons, quarterly OKR reviews, and the chance to see their code directly influence user engagement metrics.

Job Transparency’s Upside listings give you immediate access to transparent salary ranges, employee sentiment scores, and benefits data. Knowing that senior software engineers earn a median of $155k and that the average equity grant is $30k lets you benchmark offers, negotiate confidently, and choose a role that aligns with your career goals.

Senior Sales HRBP

Company: Upside

Location: Remote

Posted Mar 09, 2023

Upside is a retail technology company that helps communities thrive by providing users with more value on their everyday purchases and brick and mortar businesses with new, profitable customers. They are looking for a Senior Human Resources Business Partner to support their Sales Department, with responsibilities including leading and supporting HR and business initiatives, driving HR vision and execution, and serving as a strategic partner for the Sales leadership team.

Vice President, Enterprise Sales

Company: Upside

Location: Remote

Posted Apr 04, 2023

Upside is a retail technology company that helps communities thrive by providing users with more value on their everyday purchases and brick and mortar businesses with new, profitable customers. They have helped millions of users earn more cash back and tens of thousands of brick and mortar businesses earn measurable profit. Upside was named on Deloitte's 2021 & 2022 list of Fastest Growing 500 Tech Companies and #308 in Inc.'s America's fastest growing private companies of 2022. They have raised $1.5 billion in Series D funding and have a team of over 350 people worldwide. They have been recognized as a Top Workplace in the USA and received six Best Places to Work awards from Built In. They are hiring an expert Sales leader to support the momentum of their Grocery vertical and help manage the launch of additional new retail verticals.

Staff Software Engineer

Company: Upside

Location: Remote

Posted Apr 04, 2023

Upside is a high-growth retail technology company driving profit to brick and mortar businesses. They have raised $1.5B in funding and have a team of over 300 people. The company is growing rapidly and has been named #2 on Deloitte's 2021 list of Fastest Growing 500 Tech Companies and #308 in Inc.'s America's fastest growing private companies of 2022.

Total Rewards Director

Company: Upside

Location: Remote

Posted Mar 10, 2023

Upside is a retail technology company that helps communities thrive by providing users with more value on their everyday purchases and brick and mortar businesses with new, profitable customers. They are seeking a Total Rewards Director to develop and implement their global total rewards philosophy and strategy, including programs, compensation, equity, global mobility, benefits, and leave and wellness programs.

Enterprise Territory Account Executive

Company: Upside

Location: Remote

Posted Apr 04, 2023

Upside is a high-growth retail technology company driving profit to brick and mortar businesses. They have a unique two-sided marketplace that provides proven incremental profit to retailers, with a 52% ROI on average. On the consumer side, millions of users power $5 billion in purchases through the Upside platform. Upside was named on Deloitte's 2021 & 2022 lists and received a $1.5 billion valuation in March 2022. They were included as a Top Workplace in the USA, received six Best Places to Work awards, and were named a Top Workplace for Perks & Culture by The Muse. The Fuel Sales & Accounts Team supports Upside's largest industry vertical, with over 30,000 merchants across 48 states. They have 4 of the top 10 Fuel Brands as preferred partners and are expanding into new verticals.

Staff Software Engineer

Company: Upside

Location: Remote

Posted Apr 04, 2023

Upside is a high-growth retail technology company driving profit to brick and mortar businesses. They have raised $1.5B in funding and have a team of over 300 people. The company is growing rapidly and has been named #2 on Deloitte's 2021 list of Fastest Growing 500 Tech Companies and #308 in Inc.'s America's fastest growing private companies of 2022.

Full Stack Software Engineer

Company: Upside

Location: Remote

Posted Mar 17, 2023

Upside is a retail technology company that helps communities thrive by providing users with more value on their everyday purchases and brick and mortar businesses with new, profitable customers. They have helped millions of users earn more cash back and tens of thousands of businesses earn measurable profit. Upside was named on Deloitte's 2021 and 2022 lists of Fastest Growing 500 Tech Companies and has received significant funding. They are looking for a Marketplace Operations team member to help expand the capabilities of their Retool offerings and improve existing products' ability to scale with growing demand.

Senior SRE Engineer

Company: Upside

Location: Remote

Posted Mar 13, 2023

Upside is a retail technology company that helps communities thrive by providing users with more value on their everyday purchases and brick and mortar businesses with new, profitable customers. The company is looking for a Platform Engineer to join their Foundation team to build, run and operate a first-class productivity platform.

Senior Cloud Security Engineer II

Company: Upside

Location: Remote

Posted Apr 06, 2023

Upside is a retail technology company that helps communities thrive by providing users with more value on their everyday purchases and brick and mortar businesses with new, profitable customers. They have helped millions of users earn more cash back and tens of thousands of brick and mortar businesses earn measurable profit. Upside was named on Deloitte's 2021 & 2022 list of Fastest Growing 500 Tech Companies and has received recognition from Inc. and General Catalyst. They have a strong commitment to inclusivity and have been recognized as a Top Workplace in the USA and received six Best Places to Work awards. The Senior Cloud Security Engineer II role involves delivering CloudSec solutions, engaging with technology teams, providing technical guidance, and ensuring compliance with security regulations.

Product Manager - Core Platform

Company: Upside

Location: Remote

Posted Mar 13, 2023

Upside is a retail technology company that helps communities thrive by providing users with more value on their everyday purchases and brick and mortar businesses with new, profitable customers. They are looking for a Product Manager to scale the Marketplace platform, increasing efficiency and accuracy.

Merchant Analytics Manager

Company: Upside

Location: Remote

Posted Apr 07, 2023

Upside is a retail technology company that helps communities thrive by providing users with more value on their everyday purchases and brick and mortar businesses with new, profitable customers. They have helped millions of users earn 2 to 3 times more cash back and tens of thousands of brick and mortar businesses earn measurable profit. Upside was named on Deloitte's 2021 & 2022 list of Fastest Growing 500 Tech Companies and #308 in Inc.'s America's fastest growing private companies of 2022. They have raised $1.5 billion in funding and have a mission, values, and commitment to inclusivity. They were included as a Top Workplace in the USA and received six Best Places to Work awards from Built In. The Merchant Analytics team is passionate about using data and analysis to strengthen relationships with merchants and drive product analytics. They are looking for a Data team member to lead data analysis, manage analysis projects, and scale meaningful analyses across merchants.

Sr Program Manager

Company: Upside

Location: Remote

Posted Mar 17, 2023

Upside is a retail technology company that helps communities thrive by providing users with more value on their everyday purchases and brick and mortar businesses with new, profitable customers. They have helped millions of users earn more cash back and tens of thousands of businesses earn measurable profit. Upside was named on Deloitte's 2021 and 2022 lists of Fastest Growing 500 Tech Companies and has raised over $1.5 billion in funding. They have been recognized as a Top Workplace in the USA and received multiple Best Places to Work awards. The Sr Program Manager will lead meetings, collaborate with teams, and drive project success. They will also assess existing practices, identify deficiencies, and create plans to remediate. The role is fully remote and open to candidates in the United States.

Frequently Asked Questions

What is it like to work at Upside?
Upside fosters a high‑growth fintech culture that rewards data‑driven impact. Employees enjoy flexible remote options, a 4‑day work week pilot, and a $1,000 stipend for tech certifications. The company holds monthly “Tech Talks” and encourages cross‑team mentorship, giving you direct exposure to product, engineering, and data science leaders.
What types of positions are available at Upside?
Upside’s open roles span software engineering (backend, full‑stack, mobile), data science, product management, UX design, marketing, finance, and operations. The current 428 openings include positions for DevOps engineers, cloud architects, and machine‑learning specialists to support its real‑time recommendation engine.
How can I stand out as an applicant for Upside?
Highlight measurable achievements—such as boosting recommendation click‑through rates by 30% or reducing API latency by 40%—and demonstrate expertise with AWS, GCP, and container orchestration. Include a portfolio with relevant projects, contribute to open‑source, and prepare to discuss how you would optimize Upside’s offer‑delivery pipeline for scale.

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