"Winter" was the first song we heard of his. Out of all of them, if any song really does bring tears to your eyes, it will be this one. It was brought to us through Scrubs. Of course Zach Braff would be responsible for this. Yes, sometimes hype can be worthwhile, even touching.
This is my other favorite. "Everything'll Be All Right (Will's Lullaby)" is just that--a lullaby. Look up the lyrics. According to his Myspace page, Joshua values words just as much as he does notes and chords, and it shows. This song will stir your thoughts, then soothe you to sleep with the promise in its title.