It's always nice when these things write themselves and, to be honest, just watch this excellent video at the AV Club to hear Ben Folds talk about "The Luckiest" in great detail. If you'd like to see Ben Folds do a full performance of the song, here he is playing on the Queen Latifah show.
Did you know "The Luckiest" was supposed to be on the soundtrack of not one, but two movies? It finally made it into "About Time", a movie that I vaguely remember the poster of. But it did lead to this nice clip from the director talking about "The Luckiest".
Unrelated to Ben Folds, I found myself going down the rabbit hole of WatchMojo Top 10 videos including cheesiest songs of the 00s and songs that make you cry. I didn't see Ben on either list.