The fraud trial for Martin Shkreli, the founder of Founder of Turing Pharmaceuticals, started Monday. Before that happened, the “pharma bro” gained notoriety in 2015 for raising the price of Daraprim, a drug that helps AIDS patients, from $13.50 a tablet to $750. He faced charges of using profits from Retrophin, a drug company he founded, to repay investors he also defrauded.

Shkreli, 34, became a popular public figure due to the lengths he goes to in order to remain relevant. Before his Twitter account was suspended in January 2017, he used it to insult his critics. Here is a look at some of the most outrageous things Shkreli has said and/or done:

1. In January 2016, he released a video threatening Wu-Tang Clan member Ghostface Killah for criticizing his decision to raise Daraprim prices. In the video, he demanded Ghostface Killa apologize to him, using his real name: Dennis Coles. 

"You're an old man whose lost relevance and you're trying to claim the spotlight from my spotlight," Shkreli said surrounded by three masked figures. "That's not going to work, Dennis." 

"I expect you to write me a written apology from the heart. Some contrition where you explain your sorrow and sadness for what you've done," he continued. "Why are your goons not as tough as mine? Don't ever f------ mention my name again or there will be more of a price to pay than just this video."

Shkreli threatened to destroy the only existing copy of the Wu-Tang Clan album,"Once Upon a Time in Shaolin," which Shkreli paid $2 million in December 2015. Shkreli refused to release the album to the public. 

When Ghostface released a response video, Shkreli tweeted, "The format of your apology was unacceptable, @GhostfaceKillah."

2. He was suspended from Twitter in January 2017 for harassing Teen Vogue editor Lauren Duca. Prior to his suspension, Duca tweeted photos of a conversation Shkreli began with her in her Twitter direct messages.

He asked her to be his date to the inauguration ball, to which she responded: "I would rather eat my own organs." Afterward, Shkreli tweeted a collage of photos of Duca. He changed his Twitter bio to say, "I have a small crush on @laurenduca (hope she doesn't find out)." He also changed his profile picture to a photoshopped picture of him and Duca. 

3. When Fortune.com looked into a claim Shkreli made in a December 2015 interview with HipHopDX, they found that he spoke erroneously.  They published a list of more well-known, successful Albanians, including John Belushi and Mother Theresa. 

"I'm the most successful Albanian to ever walk the face of this Earth," Shkreli said to HipHopDX.

Read: Martin Shkreli, Who Raised An HIV Drug 5,000 Percent, Goes To Trial, Faces 20 Years In Jail

4. In his December 2015 interview with HipHopDX, he was asked if he would ever share the Wu-Tang Clan album with anyone. He replied, "If Taylor Swift wants to come over and suck my d---, I'll play it for her."

5. During a December 2015 news conference that announced the fraud charges against Shkreli, questions arose about the $2 million Wu-Tang Clan album he bought. U.S. Attorney Robert Capers said, "We're not aware of where he got the funds that he raised for the Wu-Tang Clan album." Shkreli took offense to this statement. However, in January 2016, RZA clarified he did not express regret at selling Shkreli the album. 

"I bought the most expensive album in the history of mankind and f------ RZA is talking shit behind my back and online in plain sight. I'm just getting pissed off," he said to HipHopDX in his December 2015 interview. "That's not the way I do business. If I hand you $2 million, f------ show me some respect. At least have the decency to say nothing or 'no comment.' The guy says '...before his business practices came to light' What the f--- does that mean? I f------ make money."

6. After he publicly pledged $2,700 to Senator Bernie Sanders' presidential campaign, Sanders did not accept the money and instead donated it to a health clinic. Shkreli wanted the money to allow him to meet Sanders so they could discuss the pharmaceutical industry, he told CNN in October 2015. Sanders had previously criticized the pharmaceutical industry.

"SO ANGRY AT #BernieSanders I COULD PUNCH A WALL!!!!!!!!!!!!!!!!!!!!!!!1" Shkreli tweeted on October 18, 2015.

7. In a series of May 2016 tweets Shkreli said, "If someone put a gun to my head and made me vote, I would vote Trump over Hillary. This year I am abstaining in protest of crap candidates." Some people took this as an endorsement of Trump, but Shkreli clarified that it was not

When he spoke to Fox Business in January 2017, he appeared to have changed his mind, saying, "I think Trump's going to make pharma great again. He's coming from the business world, so he understands there has to be a profit."

Read: Martin Shkreli Net Worth: How Rich Is Notorious ‘Pharma Bro’ Before Trial?

8. After Hillary Clinton left a 2016 9/11 service because she became "overheated," Shkreli stood outside of Chelsea Clinton's New York apartment and yelled obscenities at her mother.

"Do you need pharma bro's help?" Shkreli screamed.

According to his Twitter account, he also yelled: "Go Trump."