Between the 1999-00 and 2008-09 seasons, Tiger Woods had the most tournament wins, with 56 tournament wins.

most pga tour wins 1999-00 to 2008-09
WoodsSinghMickelsonPerryElsTomsFurykLeonardGoosenLove IIIChoiGarciaWeirJohnsonScottOgilvyApplebyCinkSabbatiniHarringtonStrickerCampbell56262411999877777666555554
NAMEEVENTSWINSTOP 10ROUNDSMONEY
Tiger WoodsTiger Woods63756121672$81,547,410
Vijay SinghVijay Singh98426118992$53,476,337
Phil MickelsonPhil Mickelson8112496794$47,167,999
Kenny PerryKenny Perry8721159899$25,689,037
Ernie ElsErnie Els588973614$29,599,784
David TomsDavid Toms900973890$28,137,187
Jim FurykJim Furyk826993887$35,744,003
Justin LeonardJustin Leonard923852927$22,229,145
Retief GoosenRetief Goosen503747531$22,616,495
Davis Love IIIDavis Love III833767835$26,460,488
K.J. ChoiK.J. Choi872746883$19,770,145
Sergio GarciaSergio Garcia660758659$24,826,606
Mike WeirMike Weir851757864$24,482,902
Zach JohnsonZach Johnson558631575$16,918,650
Adam ScottAdam Scott422637446$18,710,316
Geoff OgilvyGeoff Ogilvy727644716$20,172,895
Stuart ApplebyStuart Appleby869544853$20,511,796
Stewart CinkStewart Cink947564955$24,811,559
Rory SabbatiniRory Sabbatini815547838$19,987,234
Padraig HarringtonPadraig Harrington286537510$13,555,617
Steve StrickerSteve Stricker707541714$19,119,686
Chad CampbellChad Campbell782438792$18,036,271
Steve FleschSteve Flesch10454521,038$15,665,822
Robert AllenbyRobert Allenby925456916$20,488,697
Stephen AmesStephen Ames850447857$16,784,455
Sean O'HairSean O'Hair
Carl PetterssonCarl Pettersson
Ben CurtisBen Curtis
Heath SlocumHeath Slocum
Jonathan ByrdJonathan Byrd
Mark CalcavecchiaMark Calcavecchia
Jerry KellyJerry Kelly
John RollinsJohn Rollins
Brian GayBrian Gay
Fred FunkFred Funk
Shigeki MaruyamaShigeki Maruyama
Jesper ParnevikJesper Parnevik
Brad FaxonBrad Faxon
Hal SuttonHal Sutton
Chris DiMarcoChris DiMarco
Bart BryantBart Bryant
Scott HochScott Hoch
Scott VerplankScott Verplank
Bob EstesBob Estes
Kirk TriplettKirk Triplett
Joe DurantJoe Durant
Dustin JohnsonDustin Johnson
Y.E. YangY.E. Yang
J.B. HolmesJ.B. Holmes
Troy MattesonTroy Matteson
StatMuse has season-level data for tournament wins going back to the 1979-80 season.

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