Pros
Incredible Talent Density: The engineering team is A++. I’ve had the fortune of hiring some of the best minds in the ecosystem—ex-founders, former CTOs, and deeply entrepreneurial individuals who elevate the bar every day. Fast-Paced and Impact-Driven: Rippling is not for the faint-hearted. You get to work at the intersection of speed and quality. There’s never a dull moment — and every week you’re closer to building something 10x better. A Real Builder’s Paradise: This is the place to be if you dream of building your own company someday. You’ll be surrounded by people who’ve built and scaled before — and you get a front-row seat to how high-performing teams execute. Leadership that Pushes and Supports: The expectations are high, but so is the support. You’ll be trusted with ownership far beyond your title, and the learning curve is steep — in the best way possible. No Bureaucracy, Just Builders: Rippling runs like a startup — even at scale. No red tape, no politics, just smart people building amazing things together.
Cons
Honestly, none in the traditional sense — but a word of caution: Not a 9 to 5 job: If you’re looking for cruise mode or slow, predictable work — this isn’t the place. High expectations: The bar is very high. Some people coming from slower or more structured environments might find it hard to adapt. Ambiguity is real: Things move fast. Priorities shift. You have to be comfortable with chaos and confident in navigating through it.