The double gold medallist at the Atlanta Olympics sent out a message on his Twitter feed Monday to Canada's competitors at the London Games.
"Don't let small minds convince you that your dreams are too big! Go Canada let's dominate!," tweeted Bailey, who set a then-world record time of 9.84 seconds in the men's 100-metre final in Atlanta.
Bailey, who was also part of Canada's gold-medal winning 4x100-metre men's team in 1996, added some encouraging words for tennis player Milos Raonic before his first-round match at the Games.
"Good luck to @milosraonic today in his first match at the Olympics!," Bailey wrote, before later congratulating No. 25-ranked player in the world's on his straight-sets win.
Raonic, meanwhile, was quick to celebrate his victory on social media.
"Great feeling getting the win today. There is nothing like Canada pride at the Olympics! #GoTeamCanada #London2012 #Olympics," tweeted the 21-year-old from Thornhill, Ont.
Canadian chef de mission Mark Tewksbury added his congratulations to Raonic with a tweet that read: "congratulations milos. Relentles...keep going. Proud."
Other highlights from Canadian athletes on Twitter from Day 3 of the Games included gymnasts Christina Vaculik, Brittany Rogers and Victoria Moor tweeting a picture of themselves with American swimming star Michael Phelps.
Swimmer Julia Wilkinson failed to advance to the women's 100-metre final in the backstroke on Sunday but thanked fans for their support a day later.
"Thank-you to everyone for being so uplifting since yesterday's disappointment," tweeted the 25-year-old from Stratford, Ont. "I will be back on the blocks Wednesday for the 100 free!"