- Started skating at 18 months (just rolling around) and started doing tricks at age 6.
- Has a skatepark in his backyard.
- He was 13 years and 230 days old, when he won the skateboard park gold-medal at the 9th ESPN X Games in Los Angeles (California, USA) on 17 August 2003.
- Sponsored by Plan B, Volcom, Etnies, Red Bull, Silver Trucks, Bones, Ninja, Mob Grip, Oakley, Nixon, Kicker, CCS, and Panasonic.
- Owns one of five Sobe sponsored Les Paul Gibson guitars.
- Has two brothers, Shane Sheckler and Kane Sheckler.
- He keeps packages of skateboard wheels in his freezer so that they last longer.
- Placed first at the second stop of the Van's Triple Crown in New Jersey
- Favorite movie is Willy Wonka & the Chocolate Factory (1971).
- Was a special guest star on Teen Nick with Tony Hawk.
- Broke his arm during practice for the Vans Triple Crown competition and later found out that he also broke his elbow in the opposite arm earlier, but that it fused itself.
- Got his sponsorship start when he frequently visited a neighborhood skate shop and asked to display some of his trophies.
- Like many professional skaters his age, he is homeschooled. But, he says that he would like to attend a regular high school at least some time during the remainder of his education.
- 3rd at Gravity Games in 2004
- Worst injury is fracturing his foot in two places trying to smiths grind a nine-stair hand rail
- Favorite bands are Guns N' Roses and The Cure.
- Placed 1st at the 2004 LG Sports Championship
- Also rides motocross and enjoys golfing.
- At age 13, he was the youngest skater to win a pro contest when he competed in the Vancouver Slam City Jam. He was is also the world champion skater (accomplished in the same year).
- Placed 2nd in the 2005 Globe World Cup, and won $15,000.
- Ryan is named Athlete of the Year at Dew Action Sports Tour. (October 2005)
- Appeared in an infomercial, hosted by Vanessa Williams, for "Proactiv Solution" acne medication. (2008)
- San Clemente, California (2005)
- He has German, English, Irish, and Austrian ancestry.
- Took the gold metal at the 2003 X Games for the street course, beating out Eric Koston.
- Has his last name tattooed across his back.
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