The Weakerthans are a Canadian band I know nothing about except for what I just read on Wikipedia. This song is from their 2007 album Reunion Tour. I got this song from the KEXP Song a Day podcast in 2007.
"It breaks your heart. It is designed to break your heart. The game begins in spring, when everything else begins again, and blossoms in the summer, filling the afternoons and evenings, and then as soon as the chill rains come, it stops and leaves you to face the fall alone. You count on it, rely on it to buffer the passage of time, to keep the memory of sunshine and high skies alive, and then, just when the days are all twilight, when you need it most, it stops."
- Bart Giamatti
Check this on The Baseball Card Blog