Chad, I just loved your post! So funny, yet so organized--just like a man. You will do great because you have a plan. Men tend to be able to follow things like this much better than women and they also lose faster and easier.

As per the water, I tip my bottles slightly in the freezer and only fill them part way. That way the water I add gets really cold faster. If you are taking more than one to work, fill some with more ice than others so they defrost faster.

I also have a great Coleman insulated jug that holds 1/2 gallon. When you use something like this with a wide mouth, you can freeze your ice in paper or plastic cups for really big ice cubes that take much longer to melt. My jug also has a sipping "straw" that flips up so you don't have to open the whole jug to get a drink.

Good luck.

Carol