With Toby Keith‘s unfortunate passing late in the night of February 5th, the entire country music world has been set in a state of shock. At 62, Keith peacefully passed away surrounded by family after a long-term battle with stomach cancer.

The Should’ve Been a Cowboy singer has left a long-lasting legacy behind him. His status as an American patriot as well as a successful philanthropist will last in the hearts and minds of many. Over the course of his career, Keith scored 41 Top 10 hits, as well as 20 #1 singles.

In honor of Keith’s passing, here are his 20 #1 singles in chronological order.

Should’ve Been a Cowboy (1993)

Who’s That Man (1994)

Me Too (1996)

How Do You Like Me Now?! (1999)

You Shouldn’t Kiss Me Like This (2000)

I’m Just Talkin’ About Tonight (2001)

I Wanna Talk About Me (2001)

My List (2002)

Courtesy of the Red, White and Blue (The Angry American) (2002)

Who’s Your Daddy? (2002)

Beer for My Horses (with Willie Nelson) (2003)

I Love This Bar (2003)

American Soldier (2003)

Whiskey Girl (2004)

As Good As I Once Was (2005)

Love Me If You Can (2007)

She Never Cried in Front of Me (2008)

God Love Her (2008)

American Ride (2009)

Made in America (2011)