What's It Like to Work at Upside?

Updated on August 31, 2026

Upside Employee Reviews

Building something completely new is challenging, satisfying work, and I am proud of what we’re building here at Upside. Our product is making a real, measurable impact on people and businesses, and the team behind the scenes is beyond compare. If you want to work at a company that’s doing well while doing good, Upside should be high on your list.

Employee Image
Alexcia , Senior Director of Product Marketing
Alexcia , Senior Director of Product Marketing

What People Are Saying About Upside

  • Mission & Purpose: Work is often framed as delivering measurable value to consumers and brick‑and‑mortar merchants, creating a clear sense of impact and momentum at a growth stage. Feedback suggests this visible scale and traction helps people feel their efforts matter day to day.
  • Leadership Communication: Leadership is described as accessible and transparent, with regular AMA sessions and open sharing of company context that keep people informed. Feedback suggests this cadence of communication strengthens connection and alignment across teams.
  • Benefits & Perks: Benefits include comprehensive health coverage, flexible PTO, equity participation, generous parental support, and office‑day perks alongside learning stipends. Feedback suggests these offerings support balance and well‑being while aiding attraction and retention.

Upside's Benefits

Established employee awards to honor work and contributions

Quarterly engagement surveys to gauge employee satisfaction

Promote from within

Provides customized development tracks

Hosts in-person all-hands meetings

Hosts in-person revenue kickoff meetings

Implements team-based strategic planning

Open office floor plan to encourage communication and collaboration

Uses an OKR operational model to clearly define goals and priorities

Utilizes an open door policy that encourages accessibility

Offers a remote work program

Utilizes a flexible work schedule

Utilizes a hybrid work model

Utilizes restricted work hours