Tiger Woods had his most tournament wins in a season in 1999-00, with 9 tournament wins.

tiger woods biggest win by strokes
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Tiger Woods biggest win in a season by strokes
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1999-00Woods2005-06Woods1998-99Woods2006-07Woods2008-09Woods2004-05Woods2012-13Woods2002-03Woods2001-02Woods2000-01Woods2007-08Woods1996-97Woods2011-12Woods1995-96Woods2019-20Woods2018-19Woods2017-18Woods2003-04Woods1997-98Woods9887665555443211111
NAMESEASONEVENTSWINSTOP 10SCORING AVGROUNDSGIR%FWY%DRIVING DISTANCE AVGPUTTING AVGSAND SAVE%SCRAMBLING %FEDEXCUP POINTSMONEY
Tiger WoodsTiger Woods1999-008291767.88475.271.22981.757.367.1$9,188,321
Tiger WoodsTiger Woods2005-065581168.15674.260.7306.41.855.262.8$9,941,563
Tiger WoodsTiger Woods1998-998381668.47971.471.3293.11.856.863.6$6,616,585
Tiger WoodsTiger Woods2006-076371267.86471.059.8302.41.752.061.053,607$10,867,052
Tiger WoodsTiger Woods2008-096461468.16668.564.3298.41.761.968.24,000$10,508,163
Tiger WoodsTiger Woods2004-057661368.77869.954.6316.11.754.262.1$10,628,024
Tiger WoodsTiger Woods2012-13165868.96067.662.5293.21.760.860.04,352$8,553,439
Tiger WoodsTiger Woods2002-037451268.47268.662.7299.51.757.760.2$6,673,413
Tiger WoodsTiger Woods2001-026951368.67274.067.5293.31.858.069.7$6,912,625
Tiger WoodsTiger Woods2000-01765968.88471.965.5297.61.853.569.8$5,687,777
Tiger WoodsTiger Woods2007-080462022,695$5,775,000
Tiger WoodsTiger Woods1996-97814969.18370.468.6294.81.844.060.1$2,066,833
Tiger WoodsTiger Woods2011-12693968.96067.663.9297.41.849.063.22,663$6,133,158
Tiger WoodsTiger Woods1995-9602544$790,594
Tiger WoodsTiger Woods2019-2071270.33264.957.2299.41.843.557.1641$2,083,038
Tiger WoodsTiger Woods2018-19121470.34170.065.8296.81.846.458.01,069$3,199,615
Tiger WoodsTiger Woods2017-18181769.47268.159.0303.41.749.564.62,219$5,443,841
Tiger WoodsTiger Woods2003-0478114697666.956.1301.91.753.561.1$5,365,472
Tiger WoodsTiger Woods1997-987711369.27367.667.9296.31.853.064.3$1,841,117
StatMuse has season-level data for tournament wins going back to the 1979-80 season.