From 2013-2016, he and Lachy were the two main vocalists of the current generation. Following Dance Dance!, he began to sing less often and began playing various guitars in the videos and television series, as well as the drums on a few occasions and the tambourine. He also plays the bass guitar at concerts, where he still does a considerable amount of lead singing compared to the albums and videos.
Unlike Murray, Simon does not play guitar but usually instead lead sings in new Wiggles songs. He sings in a baritone and operatic voice. His favourite game to play is Simon Says.
- Simon sings opera much like Sam Moran and Paul Paddick. In fact, they all played Professor Singalottasonga.
- He was an understudy for Murray before he was officially a Wiggle.
- He loves to sing Opera.
- His favourite food is Pappadums.
- He is afraid of cold water.
- Unlike Emma and Lachy, Simon has never done a television show or released a DVD and album of his own.
- He drove the Big Red Car in Fly Through The Sky.
- He is the oldest Wiggle to become a lead member at 41.
- However, he has technically been a part of the organization since 2002 having been a backup dancer/played Santa Claus/substituted from 2002-2012.
|The Wiggly Group||Anthony Wiggle - Lachy Wiggle - Simon Wiggle - Emma Wiggle - Dorothy the Dinosaur - Henry the Octopus - Captain Feathersword - Wags the Dog - Shirley Shawn the Unicorn|
|The Former Wiggles||Murray Wiggle - Jeff Wiggle - Greg Wiggle - Phillip Wiggle - Sam Wiggle|
|Minor Characters||Officer Beaples - The Wagettes - The Wiggly Dancers - Hot-Pots The Oven - Foodman - Paul the Cook - Flora Door - The Little Wiggles - Magdalena the Mermaid - Professor Singalottasonga - Santa Claus - Ringo the Ringmaster - Wally the Great|
|Guest Stars||Lee Hawkins - Steve Irwin - Kylie Minogue - Al Roker - Leo Sayer - Robert Rakete - Ross Wilson - Alfonso Rinaldi - Daryl Somers|