Two missing songs that I like:
Sam Phillips cowrote the song Slapstick Heart with the 4 for her Omnipop album. Stipend doesn't sing on it, but the others play on the track.
Billy Bragg collab on You Woke Up My Neighborhood is one of my favorites. I believe the whole band played. Peter Dollarbill and Stipend are in the video.
More Billy: I had a Billy Bragg tour VHS tape that had a version of John Prine's Hello in There as performed by Stipend and Natalie Merchant, with Bragg on guitar. There's a crappy version of it on Youtube: