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Huge fan of Stripe and love the part about email transparency - we have similar practices here as well.

I'm curious to hear if people at Stripe have given thought to just having all emails sucked into a searchable CRM versus having to manually add cc's each time?

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We have a good way of doing that with our product GrexIt (http://grexit.com) - GrexIt helps you share Gmail labels. So you can just address an email to who you want it to address it to, and add a Gmail label to it to share it with a set of people. They get the email in their inboxes cleanly filed under the corresponding label.

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