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I started winning contests some time in the fall of 2004, but didn't keep good track of it until sometime in 2005, so I've actually won lots of movie passes and gift certificates that I can no longer recall.  I now keep track of all my winnings, as it's nice to see how well you've done at this little hobby at the end of the year.  Some months are dry and a little disappointing, but then some are very generous, so don't give up.  Keep trying and you will win! 

Here are my wins:

May 2006
A book called "The Good Good Pig" by Sy Montgomery. I've read it already - it's good.
A music CD from the Red Hot Chili Peppers and a T-shirt - from Grind Magazine
A SXSW compilation CD - from EMI Music
An advanced reader's edition of a book called "Yacoubian Building" by Alla Al Aswany
April 2006
A 4 GB iPod Nano (My forth iPod)
A collector's edition Superbowl 2006 helmet
Movie passes to 'The Rocket'
A music CD by 'The Little Willies'
March 2006
A concert package that includes a pair of tickets to the Taste of Chaos concert, a limited edition poster, a concert compilation CD and 10 music CDs. I gave this one to my 16 year old.
A pair of passes to an advanced screening of the movie 'Libertine'
An advanced reader's copy of the book 'Adverbs' by Daniel Handler
Kitchen utensils
February 2006
Advanced Reader's copy of NightLife by Thomas Perry
A Subway steak sandwich (and I'm a vegetarian)
January 2006
An iPod Shuffle (My third iPod)
A $100 gift card from The Source by Circuit City
The book: The Truth of the Matter by Robb Forman Dew
December 2005
Family Fun game from Cranium
An autographed copy of the book Wimbledon Green by Seth
A book bag
November 2005
A barber's hair trimming kit
My Tego electronics wrapper
October 2005
The book: Theatre of the Mind by Jay Ingram
Pizza for a year - one pizza per week for 52 weeks from Greco Pizza
The book: Son of a Witch by Gregory Maguire
Movie pass to Legend of Zorro
A trip for two to Toronto to see Body Worlds show (includes air tickets, car rental, hotel, passes, gift certificate, book)
$10 Loblaws gift card
1GB iPod Shuffle
A football
2 DVDs - Carlito's Way & A Rise to Power
September 2005
The book: Sleep Pale Sister by Joanne Harris
August 2005
6 Via Rail travel vouchers to Toronto (again)
The book: The Looking Glass Wars
A computer game - Half Life II
July 2005
Imax Space Station DVD
The book: Laughing with My Mouth Full by Pam Frier
June 2005
The book: Vita by Melania Mazzucco
Prize pack for Father's Day (BBQ tools, cookbook & $100 gift certificate)
Stihl nylon jacket
May 2005
Ten board games from Parker Brothers
April 2005
$150 gift certificate to the restaurant at the top of the CN tower. We used the tickets we won in February to travel to Toronto for the weekend and went for dinner on Saturday night in the CN Tower.
March 2005
$50 gift certificate to Chapters
St. Ives product gift pack. This came in a backpack cooler from Termos.
February 2005
6 Via Rail Bizpak travel vouchers to Toronto
January 2005
Game Boy Advance & four games
December 2004
$50 Shoe Company gift certificate & 'Shall We Dance' CD
$100 St. Laurent Shopping Centre gift certificate
A movie pass for 2 to The Chronicles of Riddick
November 2004
20 GB iPod
Round trip airplane ticket to anywhere Westjet flies