Short answer is we know Wisconsin and how it's government works. Give them an inch, they will take a mile.
Call me paranoid but let's just assume the best case scenario that you outlined.
1. 941.23 get repealed in 2011.
2. Your 'free', no training license bill gets passed either later in 2011 or 2012.
Here's what will happen because this is WI.
The legislature will get pestered by liberals and local communities because of an unfunded mandate. The legislature will raise the rate and then discover that there aren't enough people getting the permit to actually pay for the bureaucracy, so, they will make it mandatory so that they have a mass of permits that will.