Politics
Formal complaint filed against Vote.org by its founder
A messy fight between the current and former leadership of Vote.org is escalating.
Debra Cleaver, the nonprofit’s founder, said she has filed complaints with four states’ attorneys general alleging that the high-profile voter registration group has defrauded donors, including by vastly inflating the number of voters it could register in 2024, financial mismanagement and using charitable funds for the personal benefit of its current CEO.
The allegations follow a wrongful termination suit from Cleaver over her firing in 2019 and have prompted a new threat of litigation from the group over what it called a “sustained and vindictive campaign rooted in misinformation.”
Vote.org counsel Vanessa Avery, a partner at McCarter and English, vigorously denied the claims by Cleaver, saying they were “categorically false.”
In the 28-page complaint, shared first with Morning Score, Cleaver alleged there was no serious plan for the group to deliver on its pledge to register 8 million voters for the 2024 cycle, which would have been more than the total number of voters it had registered during its entire 14-year history. Vote.org ended up registering 2.2 million voters in the 2024 cycle.
Cleaver, who now runs a similar group called VoteAmerica, filed the complaint with the attorneys generals of New York, California, Pennsylvania and Georgia. Score independently verified all filings except the one in Georgia. Among her claims: that the group originally set an internal goal to register 6 million voters, but that was increased to 8 million to avoid the “symbolism of 6 million Jews murdered in the Holocaust.”
“The fact that Vote.org ultimately failed to register 8 million voters is inconsequential to the organization, because that was never the true goal,” Cleaver said in the complaint. “The goal was staying afloat, attracting donor attention, and retaining relevance through the illusion of scale.”
The organization is one of the biggest nonpartisan voter registration vehicles in the country, but it has come under scrutiny in recent years over its internal management. The complaint points to the example of Taylor Swift, who previously worked with the group. But last year, when Swift endorsed Kamala Harris, she directed fans to go to Vote.gov to register instead of plugging Vote.org. The complaint alleges a Daily Mail story on internal turmoil at the group helped cause Swift to avoid touting the organization again. (A Swift spokesperson didn’t respond to a request for comment.) Vote.org’s spending and alleged internal dysfunction was also the subject of a Chronicle of Philanthropy investigation last year.
The complaint also alleges that donor money was inappropriately used to pay for Vote.org CEO Andrea Hailey’s personal travel and notes a jump in expenses on Vote.org’s “travel conferences and meetings” totaling more than $275,000 in 2023. It also notes that IRS documents show that Vote.org spent almost $600,000 on legal fees in 2023 versus $89,000 in 2019 as the organization fought wrongful termination lawsuits from Cleaver and another employee.
In the Cleaver case, she sued Vote.org and one of its human resources vendors. The suit between Cleaver and Vote.org was dismissed with prejudice with both parties dropping their claims and no money was exchanged between Vote.org and Cleaver, according to the settlement agreement. The agreement shows the HR vendor paid her $50,000 in a separate deal which said Vote.org would not reimburse the vendor.
The attorneys general complaints also made claims, which Score has not independently verified, that Vote.org has paid for private security for Hailey even though Cleaver says staff haven’t received any threats against Hailey. Vote.org told the Daily Mail that Hailey did receive threats.
“For the past six years, she has organized a sustained and vindictive campaign rooted in misinformation, aimed at discrediting this organization and its leadership,” Avery, the Vote.org counsel, said in a statement.
“Her wrongful termination lawsuit was withdrawn with prejudice, and she is now resorting to even more desperate and baseless tactics. We will be filing a defamation claim in the near future and will vigorously defend against these lies.” She also said that they have emailed the state attorneys generals to rebut her claims.
Avery defended the high voter registration target for 2024, which Vote.org did not meet. “Successful organizations set ambitious goals — no one aims for underperformance,” she said. “We set bold targets because the stakes are high.” She said the group has registered more voters than any other organization in American history; Score could not independently verify this.
When asked why she filed the complaints, Cleaver told Score in a statement: “As the founder, I would like nothing more than Vote.org to succeed. Unfortunately, for five years now Vote.org has been racked by a series of financial, governance, and ethical lapses.”
A spokesperson for the New York attorney general’s office said they’ve “received the complaint and are reviewing.” Spokespeople for the other states’ attorneys generals didn’t respond to a request for comment.
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From Iran to Paris weather: Alleged prediction market violations start stacking up
Prediction markets like Polymarket and Kalshi are quickly becoming an economic and political force, accruing multi-billion dollar valuations and drawing support from key officials in the Trump administration.
But backlash to the platforms is spreading — in Washington and in state capitals — with accusations of insider trading following White House military action in Venezuela and Iran and dogging several midterm election campaigns.
Fault lines over who is in charge of regulation are already emerging, with several frontline Democrats pushing to rein in the companies. In March, California Gov. Gavin Newsom signed an executive order barring appointed state officials from using insider information to place bets on prediction markets. Regulation discussions are ongoing in other states, including Arizona and Massachusetts.
Donald Trump Jr., the president’s son, meanwhile, is an adviser for both Kalshi and Polymarket. And both companies are spending big to win over the country’s political class, with Polymarket opening a pop-up bar on K Street, among other efforts. Both platforms did not immediately respond to a request for comment.
Here are some of the most recent incidents that have piqued the anxiety of state and federal lawmakers.

The capture of Nicolás Maduro
Federal authorities on Thursday announced the arrest of a U.S. Army special forces soldier they accused of using confidential information to place more than a dozen bets on Polymarket tied to the January capture of Venezuelan strongman Nicolás Maduro.
Gannon Ken Van Dyke, a 38-year-old soldier who helped plan the Caracas operation, spent roughly $33,000 on the bets, earning more than $400,000 in payouts, the Justice Department said. Authorities charged him with unlawfully using confidential government information for personal gain, among other alleged offenses.
The operation saw U.S. forces capture Maduro overnight in his bedroom, before flying the longtime Venezuelan leader to New York City to face narco-terrorism charges.
Van Dyke’s alleged actions took advantage of that mission, the government officials argue.
“Our men and women in uniform are trusted with classified information in order to accomplish their mission as safely and effectively as possible, and are prohibited from using this highly sensitive information for personal financial gain,” acting Attorney General Todd Blanche said in a statement Thursday. “Widespread access to prediction markets is a relatively new phenomenon, but federal laws protecting national security information fully apply.”

U.S.-Iran ceasefire
In the hours before President Donald Trump announced a ceasefire with Iran in early April, at least 50 newly created Polymarket accounts spent thousands betting on a temporary peace, according to an Associated Press report.
One account, created just 12 minutes before Trump’s Truth Social announcement, made $48,500 on a $31,908 bet that a ceasefire would occur. Another cashed out for a profit of $200,000, the AP reported.
Polymarket also took heat after the U.S.’s initial strikes on Iran, with “six suspected insiders” placing bets on the attacks just before they took place, according to Blockchain company Bubblemaps, taking home more than $1 million.
Israeli authorities, meanwhile, charged two people in February for using classified information to place bets about military operations on Polymarket, according to NPR.

Congressional bets
On Wednesday, Kalshi announced that it was suspending three 2026 congressional candidates from the platform for betting on their own races. Minnesota Democrat Matthew Klein, Texas Republican Ezekiel Enriquez and Virginia Senate candidate Mark Moran were each given five-year bans and faced fines or penalties ranging from roughly $500 to more than $6,000.
Klein, who is running to replace outgoing House lawmaker Angie Craig in Minnesota’s 2nd District, issued an apology on X.
“This was a mistake, and I apologize,” he wrote. “My experience, like many other Minnesotans, points to the need for clearer rules and regulations for these types of markets.”
Enriquez has not appeared to publicly comment on his wager or suspension.
Moran, a former “FBoy Island” contestant who is running a long-shot bid to challenge Sen. Mark Warner (D-Va.) in Virginia, took a different tack, writing on X that he wanted to be caught.
“I traded $100 on myself, knowing this would happen (also knowing that I wouldn’t be vying for the democratic nomination) and the attention it would create to highlight how this company is destroying young men and as Senator I will go after Kalshi and impose significant penalties on them – 25% – a vice tax – to pay down our national debt,” he said.

Playing with Mother Nature
Several Polymarket traders made thousands of dollars in profits for accurately predicting sudden, anomalous spikes in the temperature at Paris’ Charles De Gaulle airport April 15, according to the Wall Street Journal.
Météo-France, the country’s weather service, is now investigating the incident, which could be tied to tampering.

MrBeast’s editor
In February, Kalshi reported Artem Kaptur, an editor for MrBeast, one of the world’s biggest influencers and most popular YouTube creators, to federal authorities for allegedly trading “on material, non-public information he obtained because of his employment” regarding the celebrity’s YouTube videos.
Kalshi suspended Kaptur from its platform for two years and imposed a financial penalty of more than $20,000. He was fired in March.
“Beast Industries has no tolerance for this behavior, whether by contestants or our own employees,” MrBeast’s company wroteat the time.
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