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I agree, there is a middle ground and it is worth looking at that.

Worked a lot with Java, but also dynamic languages (lots of Python, but also Smalltalk and Ruby). My experience was similar: I was missing something on either side.

Currently I like Scala a lot, and it has a console as well as great collections.

Yep. I expect the static JVM languages to get the best of Ruby before Ruby gets the best of them.

But my money is currently on Kotlin.

I'm following very closely what is happening in the "dynamic languages on the JVM space", and I agree there is really ambitious work and progress there (Mirah & JRuby from Charles Nutter & others, Kotlin, Groovy, etc). I like the fact that we are coming to a situation where you can use the language you want on the platform you want.

OT: you need one empty line between each line to do the bullet point you wanted.