Curt Schilling presented a Red Sox jersey to President George W. Bush during a White House visit in 2005. (Pablo Martinez Monsivais/AP)

This post, originally published when Curt Schilling joined Breitbart News last fall, has been updated.

If everything had gone according to plan, Curt Schilling would have spent his retirement managing a successful video game company and calling baseball games on ESPN. Instead, the former Boston Red Sox pitcher hosts an online radio talk show for Breitbart News, which he calls “the last bastion of actual journalism.”

An alternative moniker might be “the last resort for a junior-college dropout whose business went bankrupt,” but Schilling doesn't see it that way. This show, he seems to believe, is a platform from which he might launch a 2018 Senate campaign in Massachusetts.

At minimum, the program is keeping him in the headlines. Schilling said Thursday that he thinks Baltimore Orioles outfielder Adam Jones fabricated his claim that he was “called the n-word a handful of times” by Red Sox fans during a game Monday.

Schilling's road from bloody sock-wearing playoff hero to polarizing conservative pundit has been marked by failures and controversies. Here are some of the major milestones:

Oct. 19, 2004: Pitching with a dislocated tendon in his right ankle, Schilling allows just one run in seven innings against the New York Yankees, leading the Red Sox to victory in Game 6 of the American League Championship Series. As Schilling pitches, his ankle bleeds through a sock.

Oct. 24, 2004: Schilling allows one run in six innings against the St. Louis Cardinals to earn a win in Game 2 of the World Series. His ankle again bleeds through a sock.

Oct. 27, 2004: The Red Sox win the World Series for the first time in 86 years.

Oct. 28, 2004: Schilling appears on ABC's “Good Morning America.” At the end of the interview, he urges viewers to vote for President George W. Bush.

Oct. 28, 2006: Schilling founds a video game company called Green Monster Games. He soon changes the name to 38 Studios, a reference to his jersey number.

Oct. 25, 2007: Schilling wins his final career start in Game 2 of the World Series. The Red Sox go on to win the World Series, again.

April 3, 2010: ESPN hires Schilling as a baseball analyst.

July 26, 2010: Schilling agrees to move 38 Studios from Massachusetts to Rhode Island, in exchange for a $75 million loan guarantee from the Rhode Island Economic Development Corporation.

June 7, 2012: 38 Studios files for bankruptcy.

Feb. 23, 2013: The bloody sock from the 2004 World Series sells for $92,613 at auction.

Aug. 25, 2015: Schilling tweets an image likening 5 to 10 percent of Muslims to Nazis. ESPN suspends him for one month.


March 1, 2016: Schilling takes the “lock her up” mantra of many Donald Trump supporters to another level, telling a Kansas City radio station that Hillary Clinton “should be buried under a jail somewhere” for using a private email server as secretary of state.

April 19, 2016: Schilling shares a Facebook post mocking transgender people and opponents of “bathroom bills” that require transgender men and women to use public restrooms that correspond to the genders on their birth certificates, rather than the genders with which they identify. ESPN fires him.


May 13, 2016: Schilling endorses Trump in a blog post, referring to Clinton as “the felon.” He also tells readers that you “are full of crap if the current administration has ever given you the confidence that they love this nation above all else.”

Oct. 13, 2016: Schilling awkwardly defends Trump for saying in a 1992 video clip that in 10 years he would be dating a girl who was then 10 years old.

Oct. 17, 2016: Schilling tells a Rhode Island radio station that he will challenge Sen. Elizabeth Warren (D-Mass.) in 2018 if his family agrees to let him run.

Oct. 21, 2016: Schilling veers off topic in an interview on CNN to ask host Jake Tapper why Jews support Democrats. Schilling's question comes two days after the Anti-Defamation League identifies Tapper as one of the 10 journalists most frequently targeted with anti-Semitic messages on Twitter.

Oct. 22, 2016: Schilling hosts a Trump rally at City Hall Plaza in Boston. The Boston Globe reports that “about two dozen” people attend.

Oct. 25, 2016: Schilling's online radio show, “Whatever It Takes,” premieres on Breitbart.

May 4, 2017: Schilling offers this commentary on Adam Jones: “I don't believe the story, given the world we live in. I don't believe it, for this reason: Everybody is starving and hungry to sit in front of a camera and talk and be social justice warriors.”