The two first performed together for almost 20 years in live shows, a television series and an album of comedic songs, before deciding to pursue individual careers in 2006.
The two met through theatresports in the mid-1980s and first performed together at an open mike night at the Prince Patrick Hotel in Collingwood, Victoria, in 1987 along with their friend Scott Casley, calling themselves the Found Objects.
[9] In 1992, when Casley moved to Alice Springs, Woodley and Lane decided to continue as a duo, drawing their name from childhood nicknames.
The Adventures of Lano and Woodley, which premiered on the ABC in 1997, was a comedy series which featured the duo living together in a fictional suburban Melbourne flat and frequently getting into trouble.
[3] In 2018, the duo reprised their roles as Lano and Woodley for a show titled Fly which won the 2018 Melbourne Comedy Festival People’s Choice Award.
[10] Woodley made his solo debut in 2003 at the Melbourne International Comedy Festival with The Happy Dickwi, a show about "a whole lot of unrelated ideas".
"[13] The show has toured both nationally and internationally, and draws inspiration from Buster Keaton, Charlie Chaplin, Don Adams, Peter Sellers, Jerry Lewis and Laurel and Hardy.
Woodley has made regular guest appearances on Australian television, including Spicks and Specks, Good News Week, Thank God You're Here, The Sideshow, Big Question, Rove Live, Australia's Brainiest Comedian and Show Me the Movie!.
[14] In 2007, Woodley performed in the stage show The Complete Works of William Shakespeare (Abridged), a 97-minute production which encompasses 37 Shakespearian plays.
[17] [18][19] In 2020, Woodley participated in the first Australian season of the Amazon Prime comedy competition series LOL: Last One Laughing, going on to win the grand prize.
The series follows his attempts to bond with his daughter and his estranged wife (Justine Clarke), though this proves difficult for the accident-prone Woodley, as she tries to move forward with her life with her new partner Greg.