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You can use webhooks to do some of this: https://stripe.com/docs/webhooks

We did an implementation of this for StartupThreads and it has worked fairly well so far.

Ah good point, thanks. I still think there's room to reduce the amount of work required to polish Stripe billing/payment data and make a nice user experience.

I agree. We're using Recurly and a traditional merchant account instead of Stripe specifically for that reason.

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