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If I want to consider config management (or at least some level of config-as-code-as-documentation) for personal web services and I'm running stuff in jails, is there any software that won't feel like work? Do I just make some disgusting sh scripts?

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Welcome to Grumpy's Bar! Twas once a proud bar for losers on Ravine Street, Cincinnati, now it is an online space for sharing triumphs, misdeeds, and musings over a digital Grumpy's Ale.