Pros
Rippling is growing fast right now, which means there are a lot of opportunities to move up and get involved in various projects that will likely have a big impact on the future of the company/HR software industry. Everyone in the company is always very willing to help, and everyone really wants to see the company succeed. Upper management is typically very transparent, willing to listen to feedback, and willing to go to bat for employees and work to make work/life balance and employee happiness a priority. Lots of great benefits, team events, and focus on career development.
Cons
There's a lot to be done! This is a good problem to have and a common thing to see with startups... There's a lot to do and the company is definitely still figuring out how to grow effectively. Never a dull moment and there are always projects and other things to get involved in, which makes for an exciting day-to-day agenda and lots of opportunity to see your impact on things, but also means that the days can be busy. Especially in Support, time management is key.