Guest contributors on his 13 albums include Daniel Lanois, Mary Margaret O'Hara, Eugene Chadbourne, Edie Brickell, Ron Sexsmith, Jane Siberry, Basia Bulat and Serena Ryder.

In 2009 a 20th anniversary edition of In Her Dream was released by the Blocks Recording Club and the songs were performed live by various friends including Ron Sexsmith, Geoff Berner, Owen Pallett, Kyp Harness, The Phonemes, Picastro, Michael Holt, Maggie MacDonald, UIC, Henri Faberge, and Don Christensen.

Wiseman collaborated theatrically with Scott Thompson of The Kids in the Hall, creating and touring Scottastrophe also with Anand Rajaram on award-winning Cowboys and Indians and with Sean Dixon for Barbara Gowdy's story The White Bone adaptation, with The Madawaska String Quartet and with Maggie MacDonald and Stephanie Markowitz writing the music for their play The Rat King.

Wiseman toured with Feist, Final Fantasy, Ron Sexsmith, and Scott Thompson and was a guest performer with Wilco, The Wallflowers, Eugene Chadbourne, Jimmy Carl Black (of Frank Zappa), Edie Brickell, Michelle Wright, Ashley MacIsaac & Garland Jeffries.

Artists who covered Wiseman's songs include The Madawaska String Quartet, UIC, Leah Abramson, The Bourbon Tabernacle Choir, Michael Holt, Change of Heart, Magali Meagher, Tom St. Louis, Ben Bootsma and The Blind Venetians.

Wiseman attended Joseph Wolinsky Collegiate, École River Heights, Grant Park, Argyle Alternative High School in Winnipeg, Manitoba and holds a Masters of Environmental Studies from York University.