I was involved in a Scala point version migration (2.x) migration a few years ago. I remember it being painful. Although I recall most of the pain was around having lots of dependencies and waiting for libraries to become available.
At the time Scala was on upswing because it had Spark as its killer app. It would have been a good time for the Scala maintainers to switch modes - from using Scala as a testbed for interesting programming-language theories and extensions to providing a usable platform as a general commercially usable programming language.
It missed the boat I feel. The window has passed (Spark moved to Python and Kotlin took over as the "modern" JVM language) and Scala is back to being an academic curiosity. But maybe the language curators never saw expanding mainstream usage as a goal.
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