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Why software only moves forward
At scale there are no rollbacks and no cut-overs. Your software only moves forward.
That depends: Are you okay with users getting an error when the code tries to read a database row with a payment method it doesn't recognize? The worst update delay I've seen was a user hitting our servers with an iOS app 2 years out of date. Then we crossed our fingers that the user figured out what to do because their client was from before we added the"Hey your app is out of date" popup feature.
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