Between the 1998 and 1999 seasons, Tiger Woods had the most tournament wins, with 9 tournament wins.

most wins by a golfer in 1998 to 1999
Woods Duval Singh Sutton Begay Els Appleby Mickelson Toms Waldorf Browne Furyk Couples Franco Sluman Parnevik Huston Mayfair Elkington O'Meara Stewart Beem Lawrie Love III Calcavecchia Herron Olazabal 0 1 2 3 4 5 6 7 8 9 9 8 3 3 2 2 2 2 2 2 2 2 2 2 2 2 2 2 2 2 2 1 1 1 1 1 1
NAME WINS EVENTS TOP 10 ROUNDS MONEY
Tiger Woods Tiger Woods 9 160 29 152 $8,457,702
David Duval David Duval 8 165 24 157 $6,232,937
Vijay Singh Vijay Singh 3 204 18 194 $4,522,231
Hal Sutton Hal Sutton 3 195 22 194 $3,966,318
Notah Begay Notah Begay 2 101 2 97 $1,255,314
Ernie Els Ernie Els 2 116 11 108 $2,474,539
Stuart Appleby Stuart Appleby 2 164 10 155 $2,077,686
Phil Mickelson Phil Mickelson 2 168 15 157 $3,559,927
David Toms David Toms 2 196 10 196 $2,594,745
Duffy Waldorf Duffy Waldorf 2 176 5 172 $1,592,876
Olin Browne Olin Browne 2 165 5 157 $1,424,571
Jim Furyk Jim Furyk 2 201 20 197 $3,881,927
Fred Couples Fred Couples 2 127 11 124 $2,419,581
Carlos Franco Carlos Franco 2 71 7 83 $1,885,663
Jeff Sluman Jeff Sluman 2 218 11 225 $2,769,866
Jesper Parnevik Jesper Parnevik 2 144 9 135 $2,346,290
John Huston John Huston 2 175 15 173 $3,063,497
Billy Mayfair Billy Mayfair 2 182 9 173 $2,023,418
Steve Elkington Steve Elkington 2 73 7 113 $1,782,151
Mark O'Meara Mark O'Meara 2 132 10 131 $2,655,495
Payne Stewart Payne Stewart 2 145 11 148 $3,271,946
Rich Beem Rich Beem 1 68 2 70 $610,555
Paul Lawrie Paul Lawrie 1 0 1 16 $562,234
Davis Love III Davis Love III 1 161 23 152 $4,016,480
Mark Calcavecchia Mark Calcavecchia 1 198 11 199 $2,102,525
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StatMuse has season-level data for tournament wins going back to the 1980 season.

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