Nice Job, Wes! Very good for your first time. It will only get better, I'm sure of it.
I also noticed a bit of the headroom too but I don't think it was that bad. I'm sure they loved it. Plus, there's always ways to 'try' to hide stuff like that(doesn't work all the time though). You can try zooming the clip in a bit as long as there's no noticeable pixilation. Works well especially if it's a quick filler or cutaway clip that needs adjusting.
Or you could try slapping a widescreen bar over your montage and move the clip up and down to position the clip properly and hide the 'dead space' above the head. I had a major problem with this on one of my first videos. The video was 4:3 but I threw in a widescreen bar on the entire vid to fix the headroom and passed it off as if I shot in widescreen in the first place. I've even done it where I have the video in 4:3 and only put the widescreen bar over the montages/highlights. That I passed off as an artistic way of recapping the entire wedding.
I rarely do that nowadays but it doesn't mean I don't get those problems still. It pops up. But it's like I said, you'll get better each time and remember stuff like that. Especially 'the rule of thirds'. I shoot in HDV now so its always widescreen. It can be tough to hide headroom.
Also, if you can't use a tripod in a situation like that, a monopod might be good just for the added stabilization.
I think you're on your way to good things. I can tell you've got a style of your own in the making. I saw some reveal shots and you're attempt to match the the words of the song to the action in your clips. Good stuff
