When he was a little boy, his grandparents who were opera singers taught him how to sing. He has a sister named Megan and his Stella and Trevor are his parents. He began being a singer in musicals such as Cats as Old
Deuteronomy and Phantom of the Opera as the title role. He also became an actor such as Home and Away and Soldier Soldier and played the Disney characters such as Prince Charming from Snow White and the Seven Dwarfs on the 1996 event of Carols in the Domain.
Starting in about 2001 or 2002, he helped out with the low bits in some songs. He even did the voice for Santa Claus in the non-Wiggles cartoon video: Dorothy the Dinosaur Meets Santa Claus. He has a girlfriend named Lauren Hannaford. According to his Facebook page, he loves playing cowbells more than guitars. Simon played Maxwell Robert for John William Field's musical Who's Love Me.
He is also one of the new-gen Wiggles to tour with all generations (Sam, Greg and his era).
Simon is the only member of the Wiggles who isn't seen in a baby photo of him yet.
Simon as a soldier in "Soldier Soldiers: Far Away"
Michael and Simon in "Soldiers Soldiers" Far Away"
Simon as Prince Charming (from Disney's Snow White and the Seven Dwarfs) on "Carols in the Domain" 1996
Simon as the bass sergeant in "South Pacific"
Simon rehearsing "Andrew Lloyd Webber's Masterpiece"
Simon in a Behind the Scenes clip of "Andrew Lloyd Webber's Masterpiece"
Simon in "Andrew Lloyd Webber's Masterpiece"
Simon as the Headhunter on "Water Rats: The Hungry Bear Blues"
Simon as Ambo Brad in "All Saints: Child's Play"
Simon's name in the credits of "Lights, Camera, Action, Wiggles!" TV Show
Simon's name in the end credits of "Wiggle Bay"
The Wiggles and Gremlin Simon
Simon's name in the end credits of "Space Dancing"
Simon's name in the end credits of "Top of the Tots"
Simon's name in the end credits of "Cold Spaghetti Western"
Simon in "Phantom of the Opera" musical
Simon, Roy Weissensteiner and Julie Goodwin
Simon's name in the end credits of "Go Bananas!"
Simon as King John in "The Kingdom of Pariamithi"
Simon's name in the end credits of "Hot Poppin' Popcorn"
Simon's name in "Dorothy the Dinosaur Meets Santa Claus" end credits
Simon as Santa Claus in "Dorothy on Santa's Sleigh"
Simon as Ringo the Ringmaster
Simon as Maxwell Roberts in John Field's musical: "Who Loves Me?"
Simon singing "Seasons of Love" with Brad Little and Joanna Ampil
Simon's name in the end credits of "Let's Eat!"
Simon's name in the song credits of "Let's Eat!"
Simon as the Red Wiggle in 2010
Simon and his girlfriend, Lauren Hannaford
Simon and Henry the Octopus
Simon in "Misa Criolla" music video
Simon and Lauren in Tasmania
Simon and a picture of Jeff
Simon in the Wiggly Choir
Simon in "20 years" shirt
Simon in Hot Potato Studios
Simon: I'm eatin' PB toast!
Simon and his sister, Megan
Simon and Lauren in Tower of London
Simon and Lauren at London Bridge
Simon at Universal Studios
Simon and Michael Robert King
Simon as Professor Singalottasonga
Simon and Lachy Gillespie
Simon playing Fender bass guitar
Simon in "Christmas Celebration Tour!"
Simon in The Big Red Car Kiddie Ride
Simon as Mumbles the Monster
Simon as Dr. Sure in "Miss Polly Had a Dolly"
Simon as Dr. Simeon in "Emma's Missing Bow"
Simon and Lauren in Disneyland
Simon and the Buskirk family
Simon and Lauren in New York City
Simon holding a poster of himself
Simon in New York interview
Simon, Alex Keller and Jay Laga'aia
Simon and Lauren at the ARIA Awards
Simon with Lauren in Christmas 2013
Simon on Playground Zipline
Simon and Lauren at Royal Randwick
Simon and Lauren at Red Kite
Simon holding a copy of The Wiggles Meet the Orchestra CD
Simon and his singing teacher, Robert Bickerstaff
Simon as the naughty stepsister in "Cinder-Emma!" show
Simon and Lauren in Paris, France
Simon in the Soldier On jam
Simon in The Wellmont Theatre