Capital One's "The Match: Champions for Charity" kicks off at 3 p.m. EST Sunday, May 24, on TNT, TBS, truTV, HLN, HLN in Canada, and CNN International. The team pro-am features duos of Tiger Woods and Peyton Manning against Phil Mickelson and Tom Brady—each mic'd up for optimal viewer access to all the chatter and trash-talk.
Contested at Medalist Golf Club in Hobe Sound, Florida, the first nine holes are Four-Ball (Best Ball) format, and the back nine are Modified Alternate Shot. This rare COVID-19 sports distraction also carries the obvious intent of financial goodwill, so along the way, "there will also be a set of on-course challenges to raise additional charitable funds," per the PGA Tour. Also nicknamed Tiger vs. Phil: The Match II, this is the illustrious pair's second head-to-head match play event; though the first, which Lefty won as a slight underdog on Nov. 23, 2018, was a winner-take-all $9 million prize and was broadcast as a pay-per-view. Mickelson and Brady are +160 underdogs this time, while Woods and Manning are the -200 favorites.
To get viewers prepped for this cross-sport charity event with four undeniable legends, Stacker presents a retrospective gallery of Tiger and Phil's most memorable career victories. With 20 combined major wins (Tiger's 15, Phil's five) and an inconceivable 126 total PGA Tour titles (82 and 44 respectively), we curated this list with only 50 of the best based on prestigiousness, postseason implications, and fabled comebacks.
Take this photographic trip down memory lane to get a glimpse of times like Tiger's first win in 1996 and his 2019 season that included both a green jacket and a Presidents Cup as Team USA captain/player. You'll also relive some of Phil's most epic moments like his lone 2013 Open Championship and his World Golf Championships—the most recent at the WGC-Mexico in 2018.
Who will you root for this weekend, and which of these victories is your favorite?
PGA TOUR Archive // Getty Images
1 / 50- Golf course: TPC at Starpass (Tucson, AZ)
- Winner: Phil Mickelson
- Winner earnings: $0—due to amateur status ($1.0 million total purse)
- Winning score: -16 (65-71-65-71=272)
- Margin of victory: 1 stroke
- Runners up: Tom Purtzer, Bob Tway
Gary Newkirk // Getty Images
2 / 50- Golf course: Torrey Pines Golf Course (San Diego, CA)
- Winner: Phil Mickelson
- Winner earnings: $180,000 ($1.0 million total purse)
- Winning score: -10 (75-69-69-65=278)
- Margin of victory: 4 strokes
- Runner up: Dave Rummells
Simon Barnett // Getty Images
3 / 50- Golf course: TPC Scottsdale (Scottsdale, AZ)
- Winner: Phil Mickelson
- Winner earnings: $234,000 ($1.3 million total purse)
- Winning score: -15 (69-67-66-67=269)
- Margin of victory: playoff
- Runner up: Justin Leonard
J.D. Cuban // Getty Images
4 / 50- Golf course: TPC Summerlin (Las Vegas, NV)
- Winner: Tiger Woods
- Winner earnings: $297,000 ($1.7 million total purse)
- Winning score: -27 (70-63-68-67-64=332)
- Margin of victory: playoff
- Runner up: Davis Love III
Stephen Munday // Getty Images
5 / 50- Golf course: Augusta National Golf Club (Augusta, GA)
- Winner: Tiger Woods
- Winner earnings: $486,000 ($2.7 million total purse)
- Winning score: -18 (70-66-65-69=270)
- Margin of victory: 12 strokes
- Runner up: Tom Kite
Harry How // Getty Images
6 / 50- Golf course: Pebble Beach Golf Links (Pebble Beach, CA)
- Winner: Phil Mickelson
- Winner earnings: $450,000 ($2.5 million total purse)
- Winning score: -14 (65-70-67=202)
- Margin of victory: 1 stroke
- Runner up: Tom Pernice Jr.
Harry How // Getty Images
7 / 50- Golf course: Medinah Country Club (Medinah, IL)
- Winner: Tiger Woods
- Winner earnings: $630,000 ($3.5 million total purse)
- Winning score: -11 (70-67-68-72=277)
- Margin of victory: 1 stroke
- Runner up: Sergio García
Simon M Bruty // Getty Images
8 / 50- Golf course: The Country Club (Brookline, MA)
- Team USA winning score: 14½-13½
- Tiger Woods record: 2-3 (2 points)
--- Singles: 1-0-0
--- Foursomes: 0-1-0
--- Fourballs: 1-1-0
Andrew Redington // Getty Images
9 / 50- Golf course: The Country Club (Brookline, MA)
- Team USA winning score: 14½-13½
- Phil Mickelson record: 2-2 (2 points)
--- Singles: 1-0-0
--- Foursomes: 0-1-0
--- Fourballs: 1-1-0
Harry How // Getty Images
10 / 50- Golf course: Champions Golf Club, Cypress Creek Course (Houston, TX)
- Winner: Tiger Woods
- Winner earnings: $900,000 ($5.0 million total purse)
- Winning score: -15 (67-66-67-69=269)
- Margin of victory: 4 strokes
- Runner up: Davis Love III
Jon Buckle - EMPICS // Getty Images
11 / 50- Golf course: Valhalla Golf Club (Louisville, KY)
- Winner: Tiger Woods
- Winner earnings: $900,000 ($5.0 million total purse)
- Winning score: -18 (66-67-70-67=270)
- Margin of victory: playoff1
- Runner up: Bob May
David Cannon // Getty Images
12 / 50- Golf course: Old Course at St Andrews (St Andrews, Scotland)
- Winner: Tiger Woods
- Winner earnings: $759,150 ($4.2 million total purse)
- Winning score: -19 (67-66-67-69=269)
- Margin of victory: 8 strokes
- Runners up: Thomas Bjørn, Ernie Els
Doug Pensinger // Getty Images
13 / 50- Golf course: East Lake Golf Club (Atlanta, GA)
- Winner: Phil Mickelson
- Winner earnings: $900,000 ($5.0 million total purse)
- Winning score: -13 (67-69-65-66=267)
- Margin of victory: 2 strokes
- Runner up: Tiger Woods
David Cannon // Getty Images
14 / 50- Golf course: Pebble Beach Golf Links (Pebble Beach, CA)
- Winner: Tiger Woods
- Winner earnings: $800,000 ($4.5 million total purse)
- Winning score: -12 (65-69-71-67=272)
- Margin of victory: 15 strokes
- Runners up: Ernie Els, Miguel Ángel Jiménez
PGA TOUR Photo Services // Getty Images
15 / 50- Golf course: Firestone Country Club (Akron, OH)
- Winner: Tiger Woods
- Winner earnings: $1.0 million ($5.0 million total purse)
- Winning score: -21 (64-61-67-67=259)
- Margin of victory: 11 strokes
- Runners up: Justin Leonard, Phillip Price
Craig Jones // Getty Images
16 / 50- Golf course: Bay Hill Club and Lodge (Bay Hill, FL)
- Winner: Tiger Woods
- Winner earnings: $630,000 ($3.5 million total purse)
- Winning score: -15 (71-67-66-69=273)
- Margin of victory: 1 stroke
- Runner up: Phil Mickelson
TIMOTHY CLARY // Getty Images
17 / 50- Golf course: Augusta National Golf Club (Augusta, GA)
- Winner: Tiger Woods
- Winner earnings: $1.0 million ($5.6 million total purse)
- Winning score: -16 (70-66-68-68=272)
- Margin of victory: 2 strokes
- Runner up: David Duval
Harry How // Getty Images
18 / 50- Golf course: TPC Sawgrass (Ponte Vedra Beach, FL)
- Winner: Tiger Woods
- Winner earnings: $1.1 million ($6.0 million total purse)
- Winning score: -14 (72-69-66-67=274)
- Margin of victory: 1 stroke
- Runner up: Vijay Singh
Chris Condon // Getty Images
19 / 50- Golf course: Firestone Country Club (Akron, OH)
- Winner: Tiger Woods
- Winner earnings: $1.0 million ($5.0 million total purse)
- Winning score: -12 (66-67-66-69=268)
- Margin of victory: playoff
- Runner up: Jim Furyk
ROBERTO SCHMIDT // Getty Images
20 / 50- Golf course: Augusta National Golf Club (Augusta, GA)
- Winner: Tiger Woods
- Winner earnings: $1.0 million ($5.6 million total purse)
- Winning score: -12 (70-69-66-71=276)
- Margin of victory: 3 strokes
- Runner up: Retief Goosen
TIMOTHY A. CLARY // Getty Images
21 / 50- Golf course: Bethpage State Park, Black Course (Farmingdale, NY)
- Winner: Tiger Woods
- Winner earnings: $1.0 million ($6.3 million total purse)
- Winning score: -3 (67-68-70-72=277)
- Margin of victory: 3 strokes
- Runner up: Phil Mickelson
Augusta National // Getty Images
22 / 50- Golf course: Augusta National Golf Club (Augusta, GA)
- Winner: Phil Mickelson
- Winner earnings: $1.2 million ($5.0 million total purse)
- Winning score: -9 (72-69-69-69=279)
- Margin of victory: 1 stroke
- Runner up: Ernie Els
ROBERTO SCHMIDT // Getty Images
23 / 50- Golf course: Augusta National Golf Club (Augusta, GA)
- Winner: Tiger Woods
- Winner earnings: $1.3 million ($7.0 million total purse)
- Winning score: -12 (74-66-65-71=276)
- Margin of victory: playoff2
- Runner up: Chris DiMarco
Hunter Martin // Getty Images
24 / 50- Golf course: Baltusrol Golf Club (Springfield, NJ)
- Winner: Phil Mickelson
- Winner earnings: $1.2 million ($6.5 million total purse)
- Winning score: -4 (67-65-72-72=276)
- Margin of victory: 1 stroke
- Runners up: Thomas Bjørn, Steve Elkington
Jamie Squire // Getty Images
25 / 50- Golf course: Old Course at St Andrews (St Andrews, Scotland)
- Winner: Tiger Woods
- Winner earnings: $1.3 million ($7.5 million total purse)
- Winning score: -14 (66-67-71-70=274)
- Margin of victory: 5 strokes
- Runner up: Colin Montgomerie
David Cannon // Getty Images
26 / 50- Golf course: Augusta National Golf Club (Augusta, GA)
- Winner: Phil Mickelson
- Winner earnings: $1.3 million ($7.0 million total purse)
- Winning score: -7 (70-72-70-69=281)
- Margin of victory: 2 strokes
- Runner up: Tim Clark
Montana Pritchard/PGA of America // Getty Images
27 / 50- Golf course: Medinah Country Club (Medinah, IL)
- Winner: Tiger Woods
- Winner earnings: $1.2 million ($6.8 million total purse)
- Winning score: -18 (69-68-65-68=270)
- Margin of victory: 5 strokes
- Runner up: Shaun Micheel
David Cannon // Getty Images
28 / 50- Golf course: Royal Liverpool Golf Club (Merseyside, England)
- Winner: Tiger Woods
- Winner earnings: $1.3 million ($7.3 million total purse)
- Winning score: -18 (67-65-71-67=270)
- Margin of victory: 2 strokes
- Runner up: Chris DiMarco
Chris Condon // Getty Images
29 / 50- Golf course: Firestone Country Club (Akron, OH)
- Winner: Tiger Woods
- Winner earnings: $1.3 million ($7.5 million total purse)
- Winning score: -10 (67-64-71-68=270)
- Margin of victory: playoff
- Runner up: Stewart Cink
Chris Condon // Getty Images
30 / 50- Golf course: TPC Sawgrass (Ponte Vedra Beach, FL)
- Winner: Phil Mickelson
- Winner earnings: $1.6 million ($9.0 million total purse)
- Winning score: -11 (67-72-69-69=277)
- Margin of victory: 2 strokes
- Runner up: Sergio García
Montana Pritchard/PGA of America // Getty Images
31 / 50- Golf course: Southern Hills Country Club (Tulsa, OK)
- Winner: Tiger Woods
- Winner earnings: $1.3 million ($7.0 million total purse)
- Winning score: -8 (71-63-69-69=272)
- Margin of victory: 2 strokes
- Runner up: Woody Austin
Caryn Levy // Getty Images
32 / 50- Golf course: East Lake Golf Club (Atlanta, GA)
- Winner: Tiger Woods
- Winner earnings: $1.3 million ($7.0 million total purse)
- Winning score: -23 (64-63-64-66=257)
- Margin of victory: 8 strokes
- Runners up: Mark Calcavecchia, Zach Johnson
TIM SLOAN // Getty Images
33 / 50- Golf course: Valhalla Golf Club (Louisville, KY)
- Team USA winning score: 16½-11½
- Phil Mickelson record: 1-2-2
--- Singles: 0-1-0
--- Foursomes: 0-1-1
--- Fourballs: 1-0-1
ROBYN BECK // Getty Images
34 / 50- Golf course: Torrey Pines Golf Course (San Diego, CA)
- Winner: Tiger Woods
- Winner earnings: $1.4 million ($7.5 million total purse)
- Winning score: -1 (72-68-70-73=283)
- Margin of victory: playoff
- Runner up: Rocco Mediate
Stan Badz // Getty Images
35 / 50- Golf course: Doral Golf Resort & Spa (Doral, FL)
- Winner: Phil Mickelson
- Winner earnings: $1.4 million ($8.5 million total purse)
- Winning score: -19 (65-66-69-69=269)
- Margin of victory: 1 stroke
- Runner up: Nick Watney
Kevin C. Cox // Getty Images
36 / 50- Golf course: East Lake Golf Club (Atlanta, GA)
- Winner: Phil Mickelson
- Winner earnings: $1.4 million ($7.5 million total purse)
- Winning score: -9 (73-67-66-65=271)
- Margin of victory: 3 strokes
- Runner up: Tiger Woods
Andrew Redington // Getty Images
37 / 50- Golf course: Augusta National Golf Club (Augusta, GA)
- Winner: Phil Mickelson
- Winner earnings: $1.4 million ($7.5 million total purse)
- Winning score: -16 (67-71-67-67=272)
- Margin of victory: 3 strokes
- Runner up: Lee Westwood
Hunter Martin // Getty Images
38 / 50- Golf course: TPC Scottsdale (Scottsdale, AZ)
- Winner: Phil Mickelson
- Winner earnings: $1.1 million ($6.3 million total purse)
- Winning score: -28 (60-65-64-67=256)
- Margin of victory: 4 strokes
- Runner up: Brandt Snedeker
Warren Little // Getty Images
39 / 50- Golf course: Doral Golf Resort & Spa (Doral, FL)
- Winner: Tiger Woods
- Winner earnings: $1.5 million ($8.8 million total purse)
- Winning score: -19 (66-65-67-71=269)
- Margin of victory: 2 strokes
- Runner up: Steve Stricker
David Cannon // Getty Images
40 / 50- Golf course: Bay Hill Country Club and Lodge (Bay Hill, FL)
- Winner: Tiger Woods
- Winner earnings: $1.1 million ($6.2 million total purse)
- Winning score: -13 (69-70-66-70=275)
- Margin of victory: 2 strokes
- Runner up: Justin Rose
Andy Lyons // Getty Images
41 / 50- Golf course: TPC Sawgrass (Ponte Vedra Beach, Florida)
- Winner: Tiger Woods
- Winner earnings: $1.7 million ($9.5 million total purse)
- Winning score: -13 (67-67-71-70=275)
- Margin of victory: 2 strokes
- Runners up: David Lingmerth, Jeff Maggert, Kevin Streelman
Rob Carr // Getty Images
42 / 50- Golf course: Muirfield Golf Links (Gullane, Scotland)
- Winner: Phil Mickelson
- Winner earnings: $1.4 million ($8.0 million total purse)
- Winning score: -3 (69-74-72-66=281)
- Margin of victory: 3 strokes
- Runner up: Henrik Stenson
Streeter Lecka // Getty Images
43 / 50- Golf course: Hazeltine National Golf Club (Chaska, MN)
- Team USA winning score: 17-11
- Phil Mickelson record: 2-1-1
--- Singles: 0-0-1
--- Foursomes: 1-1-0
--- Fourballs: 1-0-0
Gregory Shamus // Getty Images
44 / 50- Golf course: Club de Golf Chapultepec (Naucalpan, Mexico)
- Winner: Phil Mickelson
- Winner earnings: $1.7 million ($10.0 million total purse)
- Winning score: -16 (69-68-65-66=268)
- Margin of victory: playoff
- Runner up: Justin Thomas
Tim Bradbury // Getty Images
45 / 50- Golf course: East Lake Golf Club (Atlanta GA)
- Winner: Tiger Woods
- Winner earnings: $1.6 million ($9.0 million total purse)
- Winning score: -11 (65-68-65-71=269)
- Margin of victory: 2 strokes
- Runner up: Billy Horschel
hristian Petersen/Getty Images for The Match
46 / 50- Golf course: Shadow Creek Golf Course (Las Vegas, NV)
- Winner: Phil Mickelson
- Winner earnings: $9.0 million ($9.0 million total purse)
- Margin of victory: playoff
Harry How // Getty Images
47 / 50- Golf course: Pebble Beach Golf Links (Pebble Beach, CA)
- Winner: Phil Mickelson
- Winner earnings: $1.4 million ($7.6 million total purse)
- Winning score: -19 (65-68-70-65=268)
- Margin of victory: 3 strokes
- Runner up: Paul Casey
Andrew Redington // Getty Images
48 / 50- Golf course: Augusta National Golf Club (Augusta, Georgia)
- Winner: Tiger Woods
- Winner earnings: $2.1 million ($11.5 million total purse)
- Winning score: -13 (70-68-67-70=275)
- Margin of victory: 1 stroke
- Runners up: Dustin Johnson, Brooks Koepka, Xander Schauffele
Rob Carr // Getty Images
49 / 50- Golf course: Royal Melbourne Golf Club (Melbourne, Australia)
- Team USA winning score: 16-14
- Tiger Woods record: 3-0-0
--- Singles: 1-0-0
--- Foursomes: 1-0-0
--- Fourballs: 1-0-0
Chung Sung-Jun // Getty Images
50 / 50- Golf course: Accordia Golf Narashino Country Club (Chiba Prefecture, Japan)
- Winner: Tiger Woods
- Winner earnings: $1.8 million ($9.8 million total purse)
- Winning score: -19 (64-64-66-67=261)
- Margin of victory: 3 strokes
- Runner up: Hideki Matsuyama
