| 2026 | PURE Insurance Championship | PGA Tour Champions | — | USD 2,400,000 |
| 2026 | AT&T Pebble Beach Pro-Am | PGA Tour |  Collin Morikawa | USD 20,000,000 |
| 2025 | PURE Insurance Championship | PGA Tour Champions | Doug Barron | USD 2,400,000 |
| 2025 | AT&T Pebble Beach Pro-Am | PGA Tour |  Rory McIlroy | USD 20,000,000 |
| 2024 | PURE Insurance Championship | PGA Tour Champions |  Paul Broadhurst | USD 2,300,000 |
| 2024 | AT&T Pebble Beach Pro-Am | PGA Tour | Wyndham Clark | USD 20,000,000 |
| 2023 | PURE Insurance Championship | PGA Tour Champions |  Thongchai Jaidee | USD 2,300,000 |
| 2023 | U.S. Women's Open | LPGA Tour | Allisen Corpuz | USD 10,000,000 |
| 2023 | AT&T Pebble Beach Pro-Am | PGA Tour | Justin Rose | USD 9,000,000 |
| 2022 | PURE Insurance Championship | PGA Tour Champions | Steve Flesch | USD 2,200,000 |
| 2022 | AT&T Pebble Beach Pro-Am | PGA Tour | Tom Hoge | USD 8,700,000 |
| 2021 | PURE Insurance Championship | PGA Tour Champions |  K.J. Choi | USD 2,200,000 |
| 2021 | AT&T Pebble Beach Pro-Am | PGA Tour | Daniel Berger | USD 7,800,000 |
| 2020 | PURE Insurance Championship | PGA Tour Champions | Jim Furyk | USD 2,200,000 |
| 2020 | AT&T Pebble Beach Pro-Am | PGA Tour |  Nick Taylor | USD 7,800,000 |
| 2019 | PURE Insurance Championship | PGA Tour Champions | Kirk Triplett | USD 2,100,000 |
| 2019 | U.S. OPEN | Majors | Gary Woodland | USD 12,000,000 |
| 2019 | AT&T Pebble Beach Pro-Am | PGA Tour | Phil Mickelson | USD 7,600,000 |
| 2018 | PURE Insurance Championship | PGA Tour Champions | Ken Tanigawa | USD 2,100,000 |
| 2018 | AT&T Pebble Beach Pro-Am | PGA Tour | Ted Potter, Jr. | USD 7,400,000 |
| 2017 | PURE Insurance Championship | PGA Tour Champions |  Bernhard Langer | USD 2,000,000 |
| 2017 | AT&T Pebble Beach Pro-Am | PGA Tour | Jordan Spieth | USD 7,200,000 |
| 2016 | Nature Valley First Tee Open at Pebble Beach | PGA Tour Champions | Paul Broadhurst | USD 2,000,000 |
| 2016 | AT&T Pebble Beach Pro-Am | PGA Tour | Vaughn Taylor | USD 7,000,000 |
| 2015 | Nature Valley First Tee Open at Pebble Beach | PGA Tour Champions |  Esteban Toledo | USD 2,000,000 |
| 2015 | AT&T Pebble Beach National Pro-Am | PGA Tour | Brandt Snedeker | USD 6,800,000 |
| 2014 | Nature Valley First Tee Open at Pebble Beach | PGA Tour Champions | John Cook | USD 1,900,000 |
| 2014 | AT&T Pebble Beach National Pro-Am | PGA Tour | Jimmy Walker | USD 6,600,000 |
| 2013 | Nature Valley First Tee Open at Pebble Beach | PGA Tour Champions | Kirk Triplett | USD 1,800,000 |
| 2013 | AT&T Pebble Beach National Pro-Am | PGA Tour | Brandt Snedeker | USD 6,500,000 |
| 2012 | AT&T Pebble Beach National Pro-Am | PGA Tour | Phil Mickelson | USD 6,400,000 |
| 2010 | U.S. OPEN | Majors | Graeme McDowell | EUR 6,244,276 |
| 2000 | U.S. OPEN | Majors | Tiger Woods | EUR 4,724,955 |
| 1992 | U.S. OPEN | Majors | Tom Kite | — |
| 1982 | U.S. OPEN | Majors | Tom Watson | — |
| 1977 | US PGA CHAMPIONSHIP | Majors | Lanny Wadkins | — |
| 1972 | U.S. OPEN | Majors | Jack Nicklaus | — |