| Major | Champion | Pool Champion | Team Name | Entries |
| 2005
Masters |
Tiger Woods | Sanjay Gupta | King Kumar and the Lords of Golf | 21 |
| 2005 US Open |
Michael Campbell | No Pool | No Pool | - |
| 2005 Open |
Tiger Woods | Bill Hanley | Blackpool Bill | 18 |
| 2005 PGA |
Phil Mickelson | No Pool | No Pool | - |
| 2006
Masters |
Phil Mickelson | Paul DeVriendt | PDV2 | 29 |
| 2006 US Open | Geoff Ogilvy | David Bailey | Far East Visitor | 21 |
| 2006 Open | Tiger Woods | Carol Scott | Fat Cat | 24 |
| 2006 PGA | Tiger Woods | Sanjay Gupta | Always in the Money | 19 |
| 2007 Masters | Zach Johnson | Irene Koo | Prison Issue Jumpsuit | 28 |
| 2007 US Open | Angel Cabrera | Dean Pinkham | Dormy Dude | 23 |
| 2007 Open | Padraig Harrington | No Pool | No Pool | - |
| 2007 PGA | Tiger Woods | No Pool | No Pool | - |
| 2008 Masters | Trevor Immelman | Johnny Gillis | Cindarella Kid | 34 |
| 2008 US Open | Tiger Woods | Ian McLean | Woody Takes a Hack | 22 |
| 2008 Open | Padraig Harrington | No Pool | No Pool | - |
| 2008 PGA | Padraig Harrington | No Pool | No Pool | - |
| 2009 Masters | Angel Cabrera | Steve Siuta | Steve | 50 |
| 2009 US Open | Lucas Glover | Stephen Lawson | G4 | 43 |
| 2009 Open | Stewart Cink | No Pool | No Pool | - |
| 2009 PGA | Y.E. Yang | Sean Shannon | Orange | 37 |
| 2010 Masters | Phil Mickelson | Thomas MacKinnon | Drive for Show | 53 |
| 2010 US Open | Graeme McDowell | Brian Duffield | World Cup Schmurld Cup | 32 |
| 2010 Open | Louis Oosthuizen | Bill Hanley | Open Ticket | 30 |
| 2010 PGA | Martin Kaymer | No Pool | No Pool | - |
| 2011 Masters | Charl Schwartzel | Sean Shannon | Orange County | 70 |
| 2011 US Open | Rory McIlroy | No Pool | No Pool | - |
| 2011 Open | Darren Clarke | Liga Hanely | At the 19th | 42 |
| 2011 PGA | Keegan Bradley | No Pool | No Pool | - |
| 2012 Masters | Bubba Watson | Tom Currie/Brian Duffield | Elementary, My Dear Watson, Tiger, Can I Have a Popsicle? |
69 |
| 2012 US Open | Webb Simpson | Barry Thompson | The Bear | 56 |
| 2012 Open | Ernie Els | No Pool | No Pool | - |
| 2012 PGA | Rory McIlroy | No Pool | No Pool | - |
| 2013 Masters | Adam Scott | Bryden Suits | Bad Dog Legs | 95 |
| 2013 US Open | Justin Rose | Dean Pinkham | Dormy Dude | 62 |
| 2013 Open | Phil Mickelson | Sandy Middleton | The Hawk | 66 |
| 2013 PGA | Jason Dufner | Candice Blake | Candy's Guys | 54 |
| 2014 Masters | Bubba Watson | Ian McLean | A Handfull of Holly | 97 |
| 2014 US Open | Martin Kaymer | Candice Blake | Candy's Guys | 51 |
| 2014 Open | Rory McIlroy | Bryden Suits | mo money, mo martins | 59 |
| 2014 PGA | Rory McIlroy | Lawrie Kaplansky | Kappy's Krew | 46 |
| 2015 Masters | Jordan Speith | Krista Lee | Sweet Georgia Peach | 97 |
| 2015 US Open | Jordan Speith | Lawrie Kaplansky | Kappy's Krew | 75 |
| 2015 Open | Zach Johnson |
No Pool |
No Pool |
- |
| 2015 PGA | Jason Day |
Brian Duffield |
It's a bunker, DJ! |
53 |
| 2016 Masters | Danny Willett |
Ron Nezan |
nflr's 2 |
130 |
| 2016 US Open | Dustin Johnson |
Milo Lukezich |
M2 |
96 |
| 2016 Open | Henrik Stenson |
No Pool |
No Pool |
- |
| 2016 PGA | Jimmy Walker |
No Pool |
No Pool |
- |
| 2017 Masters | Sergio Garcia |
Ron Nezan |
nezanator |
143 |
| 2017 US Open | Brooks Koepeka |
Chris Bergeron |
Sweet Lou! |
83 |
| 2017 Open | Jordan Speith |
No Pool |
No Pool |
- |
| 2017 PGA | Justin Thomas |
No Pool |
No Pool |
- |
| 2018 Masters | Patrick Reed |
Brian Clark |
Team Caddysnack 69 |
160 |
| 2018 US Open | Brooks Koepeka |
Noah Blake |
Team Danny Willett |
91 |
| 2018 Open | Francesco Molinari |
No Pool | No Pool | - |
| 2018 PGA | Brooks Koepeka |
No Pool | No Pool | - |
| 2019 Masters | Tiger Woods |
Sanjay Gupta |
Please Correlate Clinically |
164 |
| 2019 PGA | Brooks Koepeka |
No Pool | No Pool | - |
| 2019 US Open | Gary Woodland |
Dylan Harris | Woods_Jacked_On_Monsters | 95 |
| 2019 Open | Shane Lowry |
No Pool | No Pool | - |
| 2020 PGA | Collin Morikowa |
No Pool | No Pool | - |
| 2020 Open | Covid-19 |
No Pool | No Pool | - |
| 2020 US Open | Bryson DeChambeau |
Krista Lee | Sweet Georgia Peaches | 96 |
| 2020 Masters | Dustin Johnson |
Bryden Suits | Thin to Win | 136 |
| 2021 Masters | Hideki Matsuyama |
Andrew P | Mean Mr Mustard | 167 |
| 2021 PGA | Phil Mickelson |
No Pool | No Pool | - |
| 2021 US Open | Jon Rahm |
No Pool | No Pool | - |
| 2021 Open | Collin Morikowa |
No Pool | No Pool | - |
| 2022 Masters | Scottie Scheffler |
Jennifer Flynn | Lady Tiny Hands | 212 |
| 2022 PGA | Justin Thomas |
No Pool | No Pool | - |
| 2022 US Open | Matt Fitzpatrick |
No Pool | No Pool | - |
| 2022 Open | Cam Smith |
Stephen Lawson | Wee Hours | 136 |
| 2023 Masters | Jon Rahm |
Josh Kaplansky | Young Kap | 207 |
| 2023 PGA | Brooks Koepka |
No Pool | No Pool | - |
| 2023 US Open | Wyndham Clark |
No Pool | No Pool | - |
| 2023 Open Championship | Brian Harman |
No Pool | No Pool | - |
| 2024 Masters | Scottie Scheffler |
Norm Grey-Noble | Gimmie Shelter | 182 |
| 2024 PGA | Xander Schauffele |
No Pool | No Pool | - |
| 2024 US Open | Bryson DeChambeau |
No Pool | No Pool | - |
| 2024 Open Championship | Xander Schauffele |
No Pool | No Pool | - |