Skydiggers is a Canadian roots rock band from Toronto formed by Andy Maize and Josh Finlayson.

With a presence spanning decades, the band has appeared under a variety of different record labels and with many changes in members that form the group.

The band was originally formed by singer Andy Maize, previously of Direktive 17, and lead guitarist Josh Finlayson, formerly of The Ramblers, as a duo called West Montrose.

[1] In 1989, the band became the first Canadian signing to Enigma Records, who released their self-titled debut album the following year.

Some of Enigma's Canadian staff created FRE Records in 1992, and released the band's second (and most popular) album, Restless, that year.

Capitol Records, the distributor for both Enigma and FRE, also rereleased the band's debut album that year.

The title track had an almost trip hop feel, and some other songs (notably "November in Ontario" and "The Shape of Things to Come") were closer to hard rock than anything the band had previously recorded.

1 Northern, an album of cover versions of songs by Canadian songwriters, including Neil Young, Gordon Lightfoot, Ron Sexsmith, Gene MacLellan, Linda McRae, Charlie Angus and Andrew Cash.