There is no
one-click image for Squeak 4.1 AFAIK. Please try the
official image from
piercms.com, or a daily build from
hudson.lukas-renggli.ch.
That you don't know about it could explain why pier has no set entry point
in it and why the pier blog component has problems with it.
I am not aware of somebody using/supporting/testing Pier on Squeak.
Let me know if we need to change something to make
Pier/Magritte/Seaside/Grease more portable.