Congrats, Patrick. The VMware + AWS experience is certainly a big plus for a company like Stripe.
I would dare to disagree on, or at least to challenge, the "simultaneously" that you mention, though - in my experience (ex AWS, ex VMware) these two are completely different sales motions, made possible simply by the product itself and how it's discovered and consumed... Despite (yes, despite) what enterprise sales wanted to do. In a way, it's as if AWS self-serve were one entity, and AWS enterprise sales were another one.
In many cases, sales teams were completely not aware of certain things happening, or certain accounts becoming huge overnight, or certain developer behaviors. Some salespeople were handsomely rewarded for having been randomly selected as the sales rep for accounts like, say, Dropbox or AirBnB.
It's hard to describe properly, I know, but it's not as harmonious as one might say at first glance. And I think that the sales team still hasn't a good idea of the other side of the coin.
In a way, AWS' merit is to not have let Enterprise Sales screw up the self-serve part, and I think that's mainly because AWS was, and still is, so much more metric-driven than any other business I'm aware of. Enterprise Sales happened gradually, without interrupting a very addictive self-serve machine.
Anyway, this could be a long conversation with lots of platitudes, so I'll stop here and try to think of better ways to explain what I have in mind.