TaskRabbit a startup, and startups are hard. By definition, startups are risky endeavors doing an uncertain thing... with the possibility of big rewards down the road. Many of the other reviews on this site seem to forget this. Obviously, TR won't pay as much as Google or Apple will, and yes TaskRabbit had some road-bumps along the way (I was there for the "marketplace pivot" and a round of layoffs), but that is how experimenting works! This adventure is why you join a startup trying to do something hard. And yes, changing America’s relationship to domestic labor and creating equitable jobs for a lower-skilled temporary workforce is *hard*. I've worked for quite a few startups, and TaskRabbit handles the above with a clarity and openness that’s rare in Silicon Valley. That said… don’t expect smooth sailing at any startup, and that includes TaskRabbit.
As far as the Engineering/Product team is concerned, it is a small group with big dreams. There will *always* be ideas that won’t make the cut, and won’t be worked on. Most of the time TR made the right choice on what to prioritize, but sometimes they didn’t.
TaskRabbit is a small company with only ~50 full-time employees. With that in mind, career advancement can be difficult. If you want to end up as a Director/Manager, and there’s no one to manage… you might be out of luck.