I've been obsessed with Smalltalk for about 8 years now. I was in the first group of students at Carleton University to be immersed in Smalltalk from day one.
I learned programming really from two people: Wilf LaLonde, who's been teaching me about programming in one way or another for about six years; and Jon Hylands (See http://www.huv.com) who beat some good sense into me while we built TOPLink, a Smalltalk-relational tool.
My Squeak fetish is all about headless images, embedded systems, and remote debugging. In other words, I'd like to have the world's smallest Squeak image.