Sorry, but if you're using VIM and command line, you're missing all of the best parts of Smalltalk. It's like trying to learn HTML/CSS by designing web pages in Word.
If you want to see what the fuss is really all about, you should download a standalone Pharo VM and latest stable image: https://pharo.org/download
It instantly gives you everything you need to learn and develop things with a modern IDE. It has Playground (better REPL), the famed debugger, the code explorer and a bunch of other things.
Then listen to MOOC: http://mooc.pharo.org/
Then buy The Blue Book on Ebay (Smalltalk-80: The Language and its Implementation). Absolutely worth it. Yes, even now. Yes, even if you don't plan to use SmallTalk.
If you need help, join Pharo Discord or use the mailing list.