Pros
- Upside is great at making you feel like you are making a difference in people's lives, truly saving users money and improving their lives in small to large ways.
-I believed in the CEO and thought his choices were sound and almost always reasonable, appreciating his honesty and transparency.
-They are big on in-person bonding and host many offsites in DC which I always enjoyed and felt like they did help bring everyone together.
-My personal team was incredible and is why I stayed at the company as long as I did.
-The company does seem to listen to employees via surveys, etc, and make improvements to benefits.
-You get a lunch stipend if you work hybrid but not if you're FT remote.
Cons
-Management/leadership turnover was very high and exhausting. As someone who was trying to advance their career, having a new manager every 6 months to a year made it almost impossible.
-Goals change often, which is pretty standard for a non-profitable startup at this size, but it can be frustrating when you pour your heart into something and then have that work basically thrown away.
-They often will hire a new VP, a silver bullet who is going to solve all their problems, just for this VP to leave or be fired XX months later.
-Lots of layoffs. They are trying to become profitable and will do almost anything to get there, including laying off team members who helped them get to where they are today.
