> as soon as they need a second file, import a dependency or use additional helper methods, they get to face all of it anyway.
The problem isn't the set of things students will need to learn, but the order in which they encounter them. Students write a one-file program before they write a two-file one, but because Java is optimised for large programs, today they encounter things like accessibility rules -- which exist to serve large programs -- before they even get to write a very small one. That's the idea of the "on-ramp" in the title -- you end up int the same place, but with a smoother ride.
Both students and teachers who prefer Python to Java as a first language mentioned this "on-ramp" problem as one of the reasons. There are others, and they will be addressed by other enhancements.
BTW, importing other packages and using helper methods does not require knowing about accessibility rules.
> Like it happens with all guest languages that target the JVM pretending to be Java, and one gets a confusing stack trace only understandable by those with proper Java background.
But this is not a "guest language" and we'll need to ensure that stack traces -- which we also control -- will not be confusing.