Hollandworth graduated from Newport High School in Bellevue, Washington in 1991.
He played with the Los Angeles Dodgers (1995–2000), Colorado Rockies (2000–2002), Texas Rangers (2002), Florida Marlins (2003), Chicago Cubs (2004–2005), Atlanta Braves (2005), Cleveland Indians (2006), and Cincinnati Reds (2006). He batted and threw left-handed. He was drafted in the third round of the 1991 Major League Baseball Draft by the Los Angeles Dodgers.
Hollandsworth made his major league debut on April 25, 1995, for the Dodgers.
The Braves acquired him on August 29, 2005, from the Cubs, for minor league pitchers Todd Blackford and Angelo Burrows. In a 12-year Major League career, Hollandsworth compiled a.273 batting average with 98 home runs and 401 Reserve Bank of India. Todd is married to Marci, sister of major league pitcher Matt Herges.
The two were introduced to one another through Herges while both were Dodgers in 2000. During the 2008 baseball season, Todd was a regular contributor to Comcast Sports Net Chicago commenting on the Chicago Cubs baseball season.
In 2009, he became the preand post-game analyst for Comcast Sports Net Chicago"s Cubs telecasts.
Hollandsworth was a member of the 2003 World Series Champion Florida Marlins.
Married Marci Hollandsworth.