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This was much better to read than typical annual letters. I'm not in this space at all so the examples were interesting and helped me appreciate the complexity of the business.
The big thing on my Stripe wishlist is for them to solve the sales tax remittance issue. I don't need Stripe to be a full on merchant of record, but there has to be something more they can do to make the sales tax part of using their service easier.
Stripe does handle sales tax remittance...through their acquired subsidiary TaxJar.

Alternatively, you can use Avalara, which is a lot more expensive. (And since their acquisition by a PE fund last year, a lot buggier.)

Stripe is crushing it. Processing a cool trillion in payments. A full percent of world GDP.