Scott-
Sounds like you are off to a really good start. The best advice I can give you is to be in shape! I don't always wear big boots either. If you have snow and wet conditions then yes. My Danner's come into play! But I hunt in a good pair of hiking boots. They have made my elk hunting experiences much more enjoyable!
One more thing. I have hunted elk my entire life. And the biggest thing I have learned is this.. If you think you should make a move. Do it!! Do not second guess yourself. Elk are loud animals, making a little noise won't kill you. Just make sure you are scent free!
I hope we both have a good season! Mine starts in September!