Java rules here. You can take any Java 1.0 (1995) codebase and compile it as-is on a recent JDK. Moreover, you can also use any ancient compiled Java library and link it to modern Java app. Java source and bytecode backward compatibility is fantastic.
Java has had some breaking changes (e.g., [0, 1]), though in practice I have to say my experience tends to agree and I've been fortunate enough to never run into issues.
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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.