Question 1: It has to do with the apostrophe being used in ASP coding. To prevent the problem from happening, type your sig into a word editor like Microsoft Word that automatically replaces quotation marks with smart quotes. The smart quotes are a different mark, so they won't trigger the problem and it's quotationary solution, and your sig will look like it is supposed to.
“I’m a stupid fatty and I love to play with my Easy Bake oven.â€