This movie had a lot of potential, and I think it didn't use all of it because it was trying to be something it's not. It tried to be a romance, and ultimately it did not feel very romantic to me.
First, the good things. The casting was great. Tilky Jones had the wisecracking radio-host schtick down perfectly. Haylie Duff (whom I was getting tired of, up until now) surprised me with her warmth. Eric Peterson was delightfully goofy, Tyler Jacob Moore did a good job as a nice guy who clearly only plays it safe, and Terrence Cooper was the right combination of wisecracking and just wise. I thought every single actor was in character.
The script was sharp, and it was not too sharp. Some moments genuinely touched me. The part with the room full of packing material, to look like snow - that was so corny, and yet they played it right. This movie did not cost much to make, and yet a lot of the sets had a personal touch that made them memorable. Even the photography worked pretty well.
Alas, the movie also wanted to be "French Kiss," two people with very different backgrounds who fall in love, and I wasn't feeling it. Sandra and Pepper start out having virtually nothing in common, and yet the ice melts pretty quickly between them. I confess I did not understand what they saw in each other. I think this lack of chemistry shows in the way the scene would suddenly fade out just as they were having a moment. It felt like a sign that they did not really know what to do with each other.
I think this movie needed to take more risks. Don't try to please the same crowd over and over again. Surprise us! Show us something that makes us realize it wasn't the genre we were expecting. For a movie in which two people come to care for each other but also realize how achingly different they are, watch "Princess Mononoke."