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What does ‘rolling encryption’ mean (if it’s possible to ELI15).
‘Rolling your own…’ is a comparison to rolling your own cigarettes. That is, creating your own version from scratch instead of using something ready-made.
OP probably meant “to roll out”, meaning: “to deploy”.
Nah, it’s I guess jargon at this point, but it really just means to make up your own crypto algos.