When I commuted into the Stripe office by car from Oakland, it would take me about 45 minutes to get there, and well over 60 minutes to get home. With this move, you can add about 30 minutes, at least, on to each end. And that's on a good day and assuming you are already commuting by car.

From Oakland/the East Bay, there is no good way to get to South San Francisco by public transportation. You are looking at a 2+ hour commute in each direction to go < 15 miles