When Elon Musk announced the acquisition of Twitter last month, he said he wanted the social network to be a beacon for free speech. But as Musk scrambles to raise funds for the $44 billion deal, the billionaire also plans to accept funding for the deal from two countries that have historically restricted free speech: Saudi Arabia and Qatar.

On Thursday, a SEC filing revealed new financiers for Musk’s planned takeover, including Saudi Prince Alwaleed bin Talal and Qatar’s sovereign wealth fund. Both countries have implemented heavy-handed censorship to quell dissent: a law in Qatar says spreading “false or malicious news” can land you in prison for five years, while in Saudi Arabia, critics of the government face arrest and even murder. According to Reporters Without Borders, Saudi Arabia ranks 166 out of 180 in the World Press Freedom Index, while Qatar ranks 119.

Twitter did not immediately respond to a request for comment on the financing.

prince alwaleed wrote on twitter The investment firm he controls, Kingdom Holdings, will roll over its current $1.9 billion investment in Twitter to join Musk on “this exciting journey.” The move comes after Alwaleed rejected Musk’s plan. Tweets from last month, saying the Tesla CEO’s offer was not close to the company’s “intrinsic value.” KHC has been a Twitter stakeholder since 2011.

Musk respond By asking about the size of the kingdom’s stake in Twitter, and what the country thinks about “freedom of the press.” Saudi Arabia has often been criticized for censorship and human rights abuses, including the 2018 murder of Washington Post reporter Jamal Khashoggi. The Saudi government has denied any involvement by its leaders.

The prince did not publicly answer Musk’s questions, but called Musk a “‘new’ friend” and a “great leader” in a tweet on Thursday.

Qatar’s sovereign wealth fund will also contribute $375 million to Musk’s acquisition. In 2020, China enacted a law that threatened to imprison “any domestic or foreign broadcast, publication or republishing of false or biased rumors, statements, news or seditious propaganda intended to harm national interests, incite public opinion, or violate The social or public institutions of the country.”

Last year, the government arrested seven people for using social media to “spread false news” during the election. The country also has a history of suppressing free speech. In 2012, a Qatari poet was sentenced to 15 years in prison for reciting a poem critical of the government.

When the 2020 law was enacted, Amnesty International called it “another heavy blow to freedom of expression in the country” and called it a “blatant violation of international human rights law”. Musk has said he wants to ensure free speech on Twitter as long as it doesn’t violate local laws, so Qatar’s financial involvement puts him in a potentially dangerous position.

The financing and the conflicts of interest it created underscore the difficulties Musk will face as he tries to realize his vision for Twitter. Musk said last month that he sees the platform as a digital town square. “My strong hunch is that having a public platform of maximum trust and broad inclusion is extremely important to the future of civilization,” he said.

Other backers announced Thursday include billionaire Oracle co-founder Larry Ellison, who has invested $1 billion, and cryptocurrency exchange Binance, which has invested $500 million.