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Java is very good here, but (and not totally it's fault) it did expose internal APIs to the userbase which have caused a decent amount of heartburn. If your old codebase has a route to `sun.misc.unsafe` then you'll have more of a headache making an upgrade.

Anyone that's been around for a while and dealt with the 8->9 transition has been bit here. 11->17 wasn't without a few hiccups. 17->21 and 21->25 have been uneventful.