Pros
The people! Oscar has some of the smartest, kindest, most collaborative individuals I’ve ever worked with. There’s a genuine sense of care and community. Leadership is transparent and approachable. You always know where the company stands and where it’s headed. The mission is meaningful, and it shows in the work — everyone is aligned on improving the member experience. Strong focus on DEI and company culture. Celebrations, spotlights, and internal recognition actually feel authentic and not performative. Great flexibility and work-life balance. You’re trusted to do your job without micromanagement. Fast-paced, but not chaotic — there's room to grow and innovate without burnout.
Cons
Like any company that’s scaling, things can move quickly and priorities can shift — but if you’re adaptable, it’s exciting more than frustrating.