| Baseball | 2013 | 7 of 10 * | Goodfellas | RubbleBubble6 | No | Yes |
| Baseball | 2013 | 7 of 9 * | NEWYORKERS | Can of Corners 2013 | No | Yes |
| Baseball | 2013 | 8 of 10 * | Atomic Punks | Beer Drinkers and Hell Raisers | No | Yes |
| Tournament Pick'em | 2013 | 274 of 500 | Jimmy's Picks | ncaa bracket 13 | No | Yes |
| Tournament Pick'em | 2013 | 13% | Jimmy's Picks | Overall Leaders | No | No |
| Tournament Pick'em | 2013 | 37% | Jimmy's Picks | Overall Leaders | No | No |
| Tournament Pick'em | 2013 | 89% | Jimmy's Picks | Overall Leaders | No | No |
| Tournament Pick'em | 2013 | 380 of 500 | Jimmy's Picks | Pittsburgh Super Ballers | No | Yes |
| Tournament Pick'em | 2013 | 55 of 500 | Jimmy's Picks | DUCKS RULE THE COURT | No | Yes |
| Tournament Pick'em | 2013 | 66% | Jimmy's Picks | Overall Leaders | No | No |
| Tournament Pick'em | 2013 | 428 of 500 | Jimmy's Picks | UConn's Choice Group | No | Yes |
| Tournament Pick'em | 2013 | 13% | Jimmy's Picks | Overall Leaders | No | No |
| Tournament Pick'em | 2013 | 190 of 500 | Jimmy's Picks | NCAA Pick'em 2013 | No | Yes |
| Women's Tournament Pick'em | 2013 | 57% | Jimmy's Picks | Overall Leaders | No | No |
| Women's Tournament Pick'em | 2013 | 375 of 500 | Jimmy's Picks | March Madness 2013 | No | Yes |
| Women's Tournament Pick'em | 2013 | 186 of 289 | Jimmy's Picks | Ladies March Madness Pick'Em | No | Yes |
| Women's Tournament Pick'em | 2013 | 54 of 83 | Jimmy's Picks | Women's 2012 Tourney Pick'em | No | Yes |
| Women's Tournament Pick'em | 2013 | 38% | Jimmy's Picks | Overall Leaders | No | No |
| Women's Tournament Pick'em | 2013 | 41% | Jimmy's Picks | Overall Leaders | No | No |
| Baseball | 2012 | 5 of 9 | NEWYORKERS | Can of Corners 2012 | No | Yes |
| Baseball | 2012 | 5 of 10 | Goodfellas | RubbleBubble6 | No | Yes |
| Baseball | 2012 | 5 of 10 | Atomic Punks | Beer Drinkers and Hell Raisers | No | Yes |
| Basketball | 2012 | 3 of 12 | Atomic Punks | Yahoo Public 44419 | No | No |
| College Bowl Pick'em | 2012 | 2 of 202 | Jimmy's Picks | Getting Bowled Over | No | Yes |
| College Bowl Pick'em | 2012 | 27 of 500 | Jimmy's Picks | THE TOILET BOWL 2010 | No | Yes |
| College Bowl Pick'em | 2012 | 96% | Jimmy's Picks | Overall Leaders | No | No |
| College Bowl Pick'em | 2012 | 99% | Jimmy's Picks | Overall Leaders | No | No |
| Football | 2012 | 1 of 12 | Lightning Bolts | In the Grasp 2012 | No | Yes |
| Hockey | 2012 | 8 of 10 | Hat Trick | Slap This Puck | No | Yes |
| Pro Football Pick'em | 2012 | 4 of 8 | Jimmy's Picks | Linkers Pick 'em | No | Yes |
| Second Chance Tournament Pick'em | 2012 | 67 of 123 | Jimmy's Picks | march weirdness | No | Yes |
| Second Chance Tournament Pick'em | 2012 | 2 of 500 | Jimmy's Picks | Amazing Winning Stars of 2012 | No | Yes |
| Second Chance Tournament Pick'em | 2012 | 99% | Jimmy's Picks | Overall Leaders | No | No |
| Second Chance Tournament Pick'em | 2012 | 46% | Jimmy's Picks | Overall Leaders | No | No |
| Second Chance Tournament Pick'em | 2012 | 46% | Jimmy's Picks | Overall Leaders | No | No |
| Second Chance Tournament Pick'em | 2012 | 100 of 158 | Jimmy's Picks | Lamb-Drummond-Napier-Boatright | No | Yes |
| Second Chance Tournament Pick'em | 2012 | 84% | Jimmy's Picks | Overall Leaders | No | No |
| Second Chance Tournament Pick'em | 2012 | 54 of 500 | Jimmy's Picks | Florida State Basketball | No | Yes |
| Second Chance Tournament Pick'em | 2012 | 87% | Jimmy's Picks | Overall Leaders | No | No |
| Second Chance Tournament Pick'em | 2012 | 81 of 500 | Jimmy's Picks | Go Hoosiers | No | Yes |
| Sports IQ | 2012 | 77% | Jimmy s Picks | Not Available | No | No |
| Tournament Pick'em | 2012 | 43 of 73 | Jimmy's Picks | Madness to Madness | No | Yes |
| Tournament Pick'em | 2012 | 8% | Jimmy's Picks | Overall Leaders | No | No |
| Tournament Pick'em | 2012 | 24% | Jimmy's Picks | Overall Leaders | No | No |
| Tournament Pick'em | 2012 | 446 of 500 | Jimmy's Picks | kembarocks | No | Yes |
| Tournament Pick'em | 2012 | 170 of 500 | Jimmy's Picks | GO BIG BLUE | No | Yes |
| Tournament Pick'em | 2012 | 54% | Jimmy's Picks | Overall Leaders | No | No |
| Tournament Pick'em | 2012 | 126 of 500 | Jimmy's Picks | March Madness '12 | No | Yes |
| Tournament Pick'em | 2012 | 61% | Jimmy's Picks | Overall Leaders | No | No |
| Tournament Pick'em | 2012 | 82% | Jimmy's Picks | Overall Leaders | No | No |
| Tournament Pick'em | 2012 | 97 of 500 | Jimmy's Picks | March Craziness! | No | Yes |
| Women's Tournament Pick'em | 2012 | 185 of 214 | Jimmy's Picks | Fans of Connecticut Huskies | No | Yes |
| Women's Tournament Pick'em | 2012 | 63 of 81 | Jimmy's Picks | Women's March Madness | No | Yes |
| Women's Tournament Pick'em | 2012 | 88% | Jimmy's Picks | Overall Leaders | No | No |
| Women's Tournament Pick'em | 2012 | 10 of 67 | Jimmy's Picks | Bitches be Ballin | No | Yes |
| Women's Tournament Pick'em | 2012 | 18% | Jimmy's Picks | Overall Leaders | No | No |
| Women's Tournament Pick'em | 2012 | 21% | Jimmy's Picks | Overall Leaders | No | No |
| Women's Tournament Pick'em | 2012 | 25 of 112 | Jimmy's Picks | Males Addicted To Gambling | No | Yes |
| Women's Tournament Pick'em | 2012 | 53% | Jimmy's Picks | Overall Leaders | No | No |
| Women's Tournament Pick'em | 2012 | 66 of 152 | Jimmy's Picks | MARCH MADNESS GLORY | No | Yes |
| Women's Tournament Pick'em | 2012 | 74% | Jimmy's Picks | Overall Leaders | No | No |
| Baseball | 2011 | 7 of 10 | Goodfellas | RubbleBubble6 | No | Yes |
| Baseball | 2011 | 4 of 10 | Atomic Punks | Beer Drinkers and Hell Raisers | No | Yes |
| Baseball | 2011 | 2 of 8 | Ton 40's | Rotisserie Chicken | No | Yes |
| Baseball | 2011 | 8 of 8 | NEWYORKERS | Can of Corners 2011 | No | Yes |
| Basketball | 2011 | 4 of 12 | Lockout Thugs | Yahoo Public 76004 | No | No |
| College Bowl Pick'em | 2011 | 95 of 500 | Jimmy's Picks | BIG Time College Bowl Pick'Em | No | Yes |
| College Bowl Pick'em | 2011 | 81% | Jimmy's Picks | Overall Leaders | No | No |
| Football | 2011 | 8 of 12 | Lightning Bolts | In the Grasp 2011 | No | Yes |
| Pro Football Pick'em | 2011 | 1 of 7 | Jimmy's Picks | Linkers Pick 'em | No | Yes |
| Survival Football | 2011 | dead | Jimmy's Picks | Yahoo Public 35303 | No | Yes |
| Tournament Pick'em | 2011 | 43% | Jimmy's Picks | Overall Leaders | No | No |
| Tournament Pick'em | 2011 | 297 of 500 | Jimmy's Picks | March Madness '11 | No | Yes |
| Tournament Pick'em | 2011 | 198 of 500 | Jimmy's Picks | The March Madness Wizards | No | Yes |
| Tournament Pick'em | 2011 | 61% | Jimmy's Picks | Overall Leaders | No | No |
| Baseball | 2010 | 1 of 10 | Atomic Punks | Beer Drinkers and Hell Raisers | No | Yes |
| Baseball | 2010 | 4 of 12 | Ton 40's | Rotisserie Chicken | No | Yes |
| Baseball | 2010 | 2 of 9 | NEWYORKERS | Can of Corners 2010 | No | Yes |
| Baseball | 2010 | 1 of 12 | Goodfellas | RubbleBubble5 | No | Yes |
| College Bowl Pick'em | 2010 | 108 of 498 | Jimmy's Picks | The Smoking Bowl | No | Yes |
| College Bowl Pick'em | 2010 | 80% | Jimmy's Picks | Overall Leaders | No | No |
| Football | 2010 | 5 of 12 | Lightning Bolts | In the Grasp 2010 | No | Yes |
| Pro Football Pick'em | 2010 | 5 of 16 | Jimmy's Picks | Linkers Pick 'em | No | Yes |
| Second Chance Tournament Pick'em | 2010 | 1 of 84 | Jimmy's Picks | Redemption | No | Yes |
| Second Chance Tournament Pick'em | 2010 | 57% | Jimmy's Picks | Overall Leaders | No | No |
| Second Chance Tournament Pick'em | 2010 | 99% | Jimmy's Picks | Overall Leaders | No | No |
| Second Chance Tournament Pick'em | 2010 | 15 of 36 | Jimmy's Picks | Second Chance Brackets | No | Yes |
| Second Chance Tournament Pick'em | 2010 | 421 of 500 | Jimmy's Picks | BIG Time Tournament Pick'em | No | Yes |
| Second Chance Tournament Pick'em | 2010 | 16% | Jimmy's Picks | Overall Leaders | No | No |
| Second Chance Tournament Pick'em | 2010 | 89% | Jimmy's Picks | Overall Leaders | No | No |
| Second Chance Tournament Pick'em | 2010 | 90% | Jimmy's Other Picks | Overall Leaders | No | No |
| Second Chance Tournament Pick'em | 2010 | 16 of 264 | Jimmy's Picks | Bracket Brakers 2nd Chance | No | Yes |
| Second Chance Tournament Pick'em | 2010 | 63 of 264 | Jimmy's Other Picks | Bracket Brakers 2nd Chance | No | Yes |
| Survival Football | 2010 | dead | Jimmy's Picks | Yahoo Public 31616 | No | Yes |
| Tournament Pick'em | 2010 | 157 of 500 | Jimmy's Other Picks | Fantasy Fanatics | No | Yes |
| Tournament Pick'em | 2010 | 64% | Jimmy's Other Picks | Overall Leaders | No | No |
| Tournament Pick'em | 2010 | 215 of 500 | Jimmy's Picks | Fantasy Fanatics | No | Yes |
| Tournament Pick'em | 2010 | 259 of 500 | Jimmy's Picks | March Madness | No | Yes |
| Tournament Pick'em | 2010 | 48% | Jimmy's Picks | Overall Leaders | No | No |
| Tournament Pick'em | 2010 | 422 of 500 | Jimmy's Picks | Let The Maddness Begin | No | Yes |
| Tournament Pick'em | 2010 | 17% | Jimmy's Picks | Overall Leaders | No | No |
| Tournament Pick'em | 2010 | 53% | Jimmy's Picks | Overall Leaders | No | No |
| Tournament Pick'em | 2010 | 62 of 97 | Jimmy's Picks | Off The Couch | No | Yes |
| Tournament Pick'em | 2010 | 36% | Jimmy's Picks | Overall Leaders | No | No |
| Baseball | 2009 | 8 of 12 | Goodfellas | RubbleBubble4 | No | Yes |
| Baseball | 2009 | 5 of 12 | Ton 40's | Rotisserie Chicken | No | Yes |
| Baseball | 2009 | 3 of 10 | Atomic Punks | Beer Drinkers and Hell Raisers | No | Yes |
| Baseball | 2009 | 1 of 8 | NEWYORKERS | Can of Corners 2009 | No | Yes |
| College Bowl Pick'em | 2009 | 79% | Jimmy's Picks | Overall Leaders | No | No |
| College Bowl Pick'em | 2009 | 1 of 4 | Jimmy's Picks | VH LINKS CBP 2009 | No | Yes |
| Football | 2009 | 3 of 12 | Lightning Bolts | In the Grasp 2009 | No | Yes |
| Pro Football Pick'em | 2009 | 6 of 23 | Jimmy's Picks | VH LINKS 2009 PICK 'EM | No | Yes |
| Second Chance Tournament Pick'em | 2009 | 68% | Jimmy's 2nd Chance | Overall Leaders | No | No |
| Second Chance Tournament Pick'em | 2009 | 235 of 500 | Jimmy's 2nd Chance | Dunk It! Second Chance | No | Yes |
| Tournament Pick'em | 2009 | 140 of 500 | Jimmy's Best Guesses | Fans of the Big East | No | Yes |
| Tournament Pick'em | 2009 | 42% | Jimmy's Picks | Overall Leaders | No | No |
| Tournament Pick'em | 2009 | 63% | Jimmy's Best Guesses | Overall Leaders | No | No |
| Tournament Pick'em | 2009 | 123 of 500 | Jimmy's Brackets | Fantasy Fanatics | No | Yes |
| Tournament Pick'em | 2009 | 9 of 10 | Jimmy's Picks | Chin Dribblers | No | Yes |
| Tournament Pick'em | 2009 | 75% | Jimmy's Brackets | Overall Leaders | No | No |
| Tournament Pick'em | 2009 | 37% | Jimmy's Hoops | Overall Leaders | No | No |
| Tournament Pick'em | 2009 | 301 of 500 | Jimmy's Hoops | GottaKnowHattaPick'em | No | Yes |
| Tournament Pick'em | 2009 | 243 of 500 | Jimmy | March Madness 2009 League | No | Yes |
| Tournament Pick'em | 2009 | 55% | Jimmy | Overall Leaders | No | No |
| Baseball | 2008 | 4 of 10 | Atomic Punks | League 1 | No | Yes |
| Baseball | 2008 | 3 of 12 | Ton 40's | Rotisserie Chicken | No | Yes |
| Baseball | 2008 | 8 of 9 | NEWYORKERS | Can of Corners 2008 | No | Yes |
| Baseball | 2008 | 6 of 12 | Goodfellas | RubbleBubble3 | No | Yes |
| College Bowl Pick'em | 2008 | 26 of 500 | Jimmy's Picks | BCS Busters!!! | No | Yes |
| College Bowl Pick'em | 2008 | 91% | Jimmy's Picks | Overall Leaders | No | No |
| College Bowl Pick'em | 2008 | 85% | Jimmy's Picks | Overall Leaders | No | No |
| College Bowl Pick'em | 2008 | 1 of 9 | Jimmy's Picks | VHLINKS COLLEGE BOWL PICK'EM | No | Yes |
| Football | 2008 | 1 of 12 | Atomic Punks | VHLinksFantasyFootball | No | Yes |
| Football | 2008 | 5 of 10 | The Red Zone | Pigskin 2 | Yes | Yes |
| Football PLUS | 2008 | 1 of 10 | Lightning Bolts | In the Grasp 2008 | No | Yes |
| Pro Football Pick'em | 2008 | 6 of 21 | Jimmy's Picks | 5828 | No | Yes |
| Survival Football | 2008 | dead | McLovin | Yahoo Public 9367 | No | Yes |
| Tournament Pick'em | 2008 | 97% | Jimmy's Picks | Overall Leaders | No | No |
| Tournament Pick'em | 2008 | 271 of 500 | Jimmy's Picks | UCONN | No | Yes |
| Tournament Pick'em | 2008 | 1 of 10 | Jimmy's Picks | Halen's Hoops | Yes | Yes |
| Tournament Pick'em | 2008 | 59% | JImmy's Picks | Overall Leaders | No | No |
| Tournament Pick'em | 2008 | 34 of 70 | JImmy's Picks | Bracket Busters | No | Yes |
| Tournament Pick'em | 2008 | 43% | Jimmy's Picks | Overall Leaders | No | No |
| Baseball | 2007 | 1 of 12 | Goodfellas | RubbleBubble 2 | No | Yes |
| Baseball | 2007 | 2 of 12 | Atomic Punks | League 2 | No | Yes |
| Baseball | 2007 | 2 of 9 | NEWYORKERS | Can of Corners 2007 | No | Yes |
| Baseball | 2007 | 6 of 12 | Ton 40's | Rotisserie Chicken | No | Yes |
| College Bowl Pick'em | 2007 | 100 of 500 | Jimmy's Picks | Just for fun | No | Yes |
| College Bowl Pick'em | 2007 | 79% | Jimmy's Picks | Overall Leaders | No | No |
| College Bowl Pick'em | 2007 | 5 of 13 | Jimmy's Picks | VHLinks Bowl Pick 'Em | Yes | Yes |
| College Bowl Pick'em | 2007 | 82% | Jimmy's Picks | Overall Leaders | No | No |
| Football | 2007 | 11 of 12 | Atomic Punks | VHLinksFantasyFootball | No | Yes |
| Football | 2007 | 1 of 6 | The Red Zone | Pigskin | No | Yes |
| Football PLUS | 2007 | 1 of 10 | Lightning Bolts | In The Grasp 2007 | No | Yes |
| Pro Football Pick'em | 2007 | 4 of 32 | Jimmy's Picks | VHLinks | Yes | Yes |
| Survival Football | 2007 | dead | Rotten Apples | Yahoo Public 35384 | No | Yes |
| Tournament Pick'em | 2007 | 9 of 11 | Jimmy's Picks | BlindSquirrels | No | Yes |
| Tournament Pick'em | 2007 | 25% | Jimmy's Picks | Overall Leaders | No | No |
| Tournament Pick'em | 2007 | 35% | Jimmy812 | Overall Leaders | No | No |
| Tournament Pick'em | 2007 | 3 of 7 | Jimmy812 | VH Links Pick 'Em | Yes | Yes |
| Auto Racing | 2006 | 46% | Death Alley Driver | Overall | No | No |
| Auto Racing | 2006 | 1 of 2 | Death Alley Driver | Start Your Engines | No | Yes |
| Baseball | 2006 | 8 of 18 | Ton40's | DodgeDuckDipDiveDodge | No | Yes |
| Baseball | 2006 | 2 of 6 | Goodfellas | Triple Play | Yes | Yes |
| Baseball | 2006 | 1 of 8 | NEWYORKERS | Whiny Yankee Fans + 2 | No | Yes |
| Baseball | 2006 | 1 of 10 | Atomic Punks | Links League #2 | No | Yes |
| Football | 2006 | 5 of 8 | Necessary Roughness | The Madden Bowl | No | Yes |
| Football PLUS | 2006 | 9 of 10 | My Team Blows | In the Grasp 2006 | No | Yes |
| Pro Football Pick'em | 2006 | 2 of 29 | Jimmy812 | Van Halen Linkers | No | Yes |
| Tournament Pick'em | 2006 | 7 of 10 | Jimmy's Picks | SquirrelHeads | No | Yes |
| Tournament Pick'em | 2006 | 74% | Jimmy's Picks | Overall | No | No |
| Baseball | 2005 | 2 of 10 | NEWYORKERS | Can of Corners 4 | No | Yes |
| Basketball | 2005 | 3 of 6 | Dribbles | Take It To the Hole | No | Yes |
| Football | 2005 | 4 of 6 | The Red Zone | frozentundra | No | Yes |
| Football PLUS | 2005 | 8 of 12 | Lightning Bolts | Still in the Grasp | No | Yes |
| Hockey | 2005 | 1 of 6 | Hat Trick | slewfoot | No | Yes |
| Pro Football Pick'em | 2005 | 27% | Jimmy's Picks | Overall | No | No |
| Tournament Pick'em | 2005 | 29% | jimmyCT | Overall | No | No |
| Baseball | 2004 | 5 of 12 | NEWYORKERS | Can of Corners 3 | No | Yes |
| Football | 2004 | 1 of 14 | Lightning Bolts | In the Grasp Again | No | Yes |
| Pro Football Pick'em | 2004 | 77% | JIMMYTOUCHDOWN | Overall | No | No |
| Tournament Pick'em | 2004 | 87% | JIMMYSHOOPS | Overall | No | No |
| Baseball | 2003 | 4 of 12 | NEWYORKERS | Can of Corners II | No | Yes |
| Football | 2003 | 7 of 12 | 88-YR OLD DRIVERS | In the Grasp | No | Yes |
| Tournament Pick'em | 2003 | 15% | JIMMY'S HOOPS | Overall | No | No |
| Football | 2002 | 10 of 12 | The Quitters | This XFL Will Last | No | Yes |
| Pro Football Pick'em | 2002 | 41% | THE KINGS | Overall | No | No |
| Tournament Pick'em | 2002 | 55% | JIMMYSWINNERS | Overall | No | No |