He has twelve victories on the PGA Tour, including the WGC-Match Play title in 2001 and two FedEx Cup playoff events.

Stricker served as U.S. Ryder Cup captain for the 2021 matches, winning at Whistling Straits in his home state of Wisconsin.

[3] A 1990 graduate of the University of Illinois, Stricker earned All-American honors as a member of the Illini golf team in 1988 and 1989.

[6] In 1998, Stricker played himself into contention in the final round of the PGA Championship at Sahalee Country Club near Seattle.

PGA Tour veteran Vijay Singh bested Stricker down the stretch thanks to a back-nine surge and claimed a two-stroke victory.

He won his third and most prestigious PGA Tour title at the WGC Match Play Championship in 2001, where he defeated Pierre Fulke 2 and 1 in Australia to earn the $1,000,000 prize.

At age 39 in 2006, relying on sponsor exemptions, he managed seven top-ten finishes and was voted the tour's Comeback Player of the Year.

In 2007 he won his fourth PGA Tour title at The Barclays on August 26, ending an 11-year victory drought on American soil, although he had previously triumphed down in Australia in 2001.

Stricker finished runner-up in the 2007 FedEx Cup Playoffs behind Tiger Woods, and was again selected as Comeback Player of the Year.

At the Mercedes Benz Championship, the opening event of the 2008 season, Stricker lost out in a play-off to Daniel Chopra.

[6] Stricker won his fifth PGA Tour title at Colonial in Texas at the end of May 2009, with a playoff win over Tim Clark and Steve Marino.

[11] Stricker has been called "Mr. September" due to his success in the FedEx Cup playoffs, where he has never finished outside the top-25 in his first ten career starts.

[6][12] In February 2010, Stricker won his eighth tour title at the Northern Trust Open with a 16-under-par 268 winning total.

However, this was made special by the hole-in-one he recorded at the par three 8th hole to hold a three stroke advantage at the halfway stage.

For the first time in his career, 44-year-old Stricker was ranked higher than all other American golfers, including Tiger Woods and Phil Mickelson.

In July, Stricker gained his eleventh tour win at the John Deere Classic, sinking a 30-foot (9 m) birdie putt at the 72nd hole, one stroke ahead of runner-up Kyle Stanley.

Stricker, tied for the lead at this point, drove into a fairway bunker off the tee and then played his second shot just over the back of the green, but holed the putt from the fringe for the victory.

He shot a ten-under 63 on day two and held the lead until the end, three strokes ahead of runner-up Martin Laird.

Stricker asked the USGA for a special exemption to play in the 2017 U.S. Open held in his home state, but his request was denied.

In 2019, Stricker won his first senior major championship at the Regions Tradition, claiming a six-stroke win over the field.

[27] In January 2023, Stricker won the Mitsubishi Electric Championship at Hualalai on the Big Island of Hawaii by six strokes.

This marked his sixth title of the year on the Champions Tour and set a new record for most money earned in a single season at just shy of $4 million.

[5] At the opening ceremony of the 2021 Ryder Cup, while captaining the United States team, Stricker revealed that he was a supporter of the Chicago Bears despite being from Wisconsin, much to the chagrin of the present crowd, many of whom support the home-state Green Bay Packers; the two teams have one of the largest rivalries within the NFL.