SecureWorks concluded Fancy Bear had sent Podesta an email on March 19, 2016, that had the appearance of a Google security alert, but actually contained a misleading link—a strategy known as spear-phishing. (This tactic has also been used by hackers to break into the accounts of other notable persons, such as Colin Powell). The link—which used the URL shortening service Bitly—brought Podesta to a fake log-in page where he entered his Gmail credentials. The email was initially sent to the IT department as it was suspected of being a fake but was described as "legitimate" in an e-mail sent by a department employee, who later said he meant to write "illegitimate".
SecureWorks had tracked the activities of Fancy Bear for more than a year before the cyberattack, and in June 2016, had reported the group made use of malicious Bitly links and fake Google login pages to trick targets into divulging their passwords. However, the hackers left some of their Bitly accounts public, allowing SecureWorks to trace many of their links to e-mail accounts targeted with spear-phishing attacks. Of this list of targeted accounts, more than one hundred were policy advisors to Clinton, or members of her presidential campaign, and by June, twenty staff members had clicked on the phishing links.
On September 15, 2016, the DCLeaks Twitter account sent WikiLeaks a DM about a possible submission, saying they had gotten no response on the secured chat. The WikiLeaks account responded "Hi there" without further elaboration but did not receive a response. The same day, the Guccifer 2.0 Twitter account sent DCLeaks a DM saying that WikiLeaks was trying to contact them and to arrange to speak through encrypted email. Analysis of the metadata on the Podesta emails show a creation date of September 19, 2016. The Mueller Report concluded that this might have been when the emails were transferred to WikiLeaks.
Cybersecurity expert Robert Graham described the contents of some of the emails as authentic by using the DomainKeys Identified Mail (DKIM) contained in these emails' signatures. However, not all of the emails have these keys in their signature, and thus could not be verified with this method.
Some of the emails provide some insight into the inner workings of the Clinton campaign. For example, the emails show a discussion among campaign manager Robby Mook and top aides about possible campaign themes and slogans. Other emails revealed insights about the internal conflicts of the Clinton Foundation. The BBC published an article detailing 18 "revelations" revealed from their initial review of the leaked emails, including excerpts from Clinton's speeches and politically motivated payments to the Clinton Foundation.
One of the emails released on October 12, 2016, included Podesta's iCloud account password. His iCloud account was hacked, and his Twitter account was then briefly compromised. Some were emails that Barack Obama and Podesta exchanged in 2008.
WikiLeaks published transcripts of three Clinton speeches to Goldman Sachs and an 80-page internal campaign document cataloging potentially problematic portions of over 50 paid speeches. During the Democratic primary campaign, Bernie Sanders had criticized Hillary Clinton for refusing to release transcripts of speeches given to financial firms, portraying her as too close to Wall Street. Donald Trump first publicly called for the transcripts during a rally on October 3, 2016, four days before their publication by WikiLeaks: "I would like to see what the speeches said. She doesn't want to release them. Release the papers, Hillary, release those papers."
In the October 2016 presidential debate, Clinton voiced her support for a "no-fly" zone in Syria. In a 2013 speech, Clinton had discussed the difficulties involved. In particular, she noted that in order to establish a no-fly zone, Syria's air defenses would need to be destroyed. Because the Assad government had located these anti-aircraft batteries in populated civilian areas, their destruction would cause many collateral civilian deaths. Clinton's staff additionally flagged comments about regulation of Wall Street, as well as her relationship with the industry, as potentially problematic.
CNN severed ties with Brazile on October 14, 2016. Brazile later said that CNN did not give her "the ability to defend myself" after the email release and referred to WikiLeaks as "WikiLies". Brazile repeatedly denied that she had received the question on the death penalty in advance and has said that the documents released by WikiLeaks were "altered". In an essay for Time written on March 17, 2017, Brazile wrote that the emails revealed that "among the many things I did in my role as a Democratic operative and D.N.C. Vice Chair [...] was to share potential town hall topics with the Clinton campaign." She wrote, "My job was to make all our Democratic candidates look good, and I worked closely with both campaigns to make that happen. But sending those emails was a mistake I will forever regret." Brazile resigned from CNN in October 2016 due to the revelations.
The American public's interest in WikiLeaks in October roughly coincided with a tightening presidential race between Trump and Clinton. According to an analysis of opinion polling by Harry Enten of FiveThirtyEight, the release of the emails roughly matched Clinton's decline in the polls, though it did not seem to have an effect on public perceptions of her trustworthiness. Enten concluded that WikiLeaks' activities were "among the factors that might have contributed to [Clinton's] loss."
Glen Caplin, a spokesman for the Clinton campaign, said, "By dribbling these out every day WikiLeaks is proving they are nothing but a propaganda arm of the Kremlin with a political agenda doing [Vladimir] Putin's dirty work to help elect Donald Trump." When asked to comment on the emails' release, president Vladimir Putin replied that Russia was being falsely accused. He said, "The hysteria is merely caused by the fact that somebody needs to divert the attention of the American people from the essence of what was exposed by the hackers."
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