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Sometimes it happens: one server does run for many months, no problems. Then you want to update one small item, and one gem needs to be updated... How long could that take?
The answer is: hours.
At times you feel a very long distance between the current state of languages, and things you have done in the (far) past. Even if done in a good way, things have changed. And it is not always easy to pick up the 'old ways' of working.