stripe are releasing some of the best UI around at the moment. good behind the scenes info from BDC
I read this a bit earlier today - I can relate to the fears you get when moving away from being freelance. Looks like it all worked out for him though.
Really inspirational for me, that I'll join a new startup next week :)
I love the example you mention of your CEO getting in to write code so the letters populated randomly to better reflect a human-quality. SHIT. That is inspiring!
(Edit: Just realized this was a repost - apologies)
Stripe talks to me at every pixel and behavior. Benjamin does there awesome work. It also proves a possibility of great remotely work with a designer. This thing is so often impossible at many companies.