Unfortunately, I can't build a Smalltalk Roadmap page myself, because I don't know the language (perl programming for me), but I searched here and didn't find anything, and thought somebody might cut&paste a few wiki links and toss in a bit of text...
Here's a start.
Learning Smalltalk
Check out one of the Smalltalk Tutorials
Join the Smalltalk Learners Club
Check out the details of Smalltalk Syntax
...But equally important is the Smalltalk Programming Environment
Read the Definitive Smalltalk Books
More advanced techniques
Understand Smalltalk Blocks And Closures and use the Smalltalk Block Return
Learn the subtle differences between Java and Smalltalk Late Binding
The Smalltalk Message Rules are rather simple
You can use Smalltalkasa Server
A small implementation is Budds Little Smalltalk
Dolphin Smalltalk is popular on Windows
Enfin Smalltalk is now Object Studio
Pocket Smalltalk runs on your Palm
Squeak Smalltalk is free!
Smalltalk Ecks (Smalltalk/X) - free even for commercial users
History
First the Early History Of Smalltalk
Read the opinions of Alan Kay On Smalltalk
Did you take the First Advanced Smalltalk Class?
The famous Smalltalk Issue Of Byte
Finally, discuss the Future Of Smalltalk
Smalltalk and other languages
Try to do Forth In Smalltalk and Smalltalk In Forth
Can we use Smalltalk Instead Of Python?
Heated discussion on Java Vs Smalltalk and Smalltalk Minus Minus
Did you know that Liberty Basic Is Written In Smalltalk?
Some attempts at Generating Cpp From Smalltalk
Read a description of Smalltalk In One Page
Some people think that Smalltalk Is Slow
Some even think that Smalltalk Isa Failure
Perhaps they didn't have The Smalltalk Experience
Some people wonder Whats Been Done In Smalltalk
For other links, see also Alan Kay
See original on c2.com