“I love it,” she told a dinner in Iowa on August 14, 2015, noting she had opened an online account with Snapchat, which deletes posts automatically. “Those messages disappear all by themselves.”

The crack scored a laugh from the audience, but the issue was plenty serious. About a month earlier, news broke of an FBI investigation into whether some of the emails that passed through Clinton’s unsecured server contained classified information. Ultimately, the agency criticized Clinton for being reckless with classified information but declined to prosecute her.

But hacked emails of John Podesta, Clinton’s top campaign official, show the Democratic candidate and her team were slow to grasp the seriousness of the controversy, initially believing it might blow over after one weekend. It did not, and became the most recent example of a penchant for secrecy that has fueled questions about Clinton’s trustworthiness, which she has acknowledged has been a political challenge.

The joke was included in hacked emails WikiLeaks began releasing earlier this month, saying they included years of messages from accounts used by Podesta. Podesta warned that messages may have been altered or edited to inflict political damage, but has not pointed to any specifics.

Almost from the moment The Associated Press on March 3, 2015, called the campaign for comment on its breaking story that Clinton had been running a private server to five months later, campaign aides sought venues on Clinton’s schedule where she could show some humor over the issue, according to the hacked emails.

In a series of emails on March 3, 2015—the same day The Associated Press called for comment—staffers tossed around the idea of making jokes about the emails at a dinner hosted by EMILY’s List, a political action committee, that evening.

“I wanted to float idea of HRC making a joke about the email situation at the EMILY’s List dinner tonight,” Jennifer Palmieri, director of communications for Clinton’s campaign, wrote at 2:37 p.m., using the candidate’s initials. “What do folks think about that?”

The idea got a mostly favorable response at first. “I don’t think it’s nuts if we can come up with the right thing. But it could also be nuts,” replied campaign spokesman Nick Merrill a couple of minutes later.

“I think it would be good for her to show some humor,” added Kristina Schake, now a deputy communications director. “…More jokes are welcome too.”

But political consultant Mandy Grunwald nixed the idea after speaking with Jim Margolis, a media adviser to the campaign.

“We don’t know what’s in the emails, so we are nervous about this,” Grunwald wrote to Merrill and Schake at 6:09 p.m. that night. “Might get a big laugh tonight and regret it when content of emails is disclosed.”

Clinton’s campaign aides also considered using Virginia Gov. Terry McAuliffe’s 2015 appearance at the Gridiron Dinner, an annual Washington joke-fest involving journalists and politicians, to try and defuse the email issue. McAuliffe is a longtime confidante of and fundraiser for Clinton, and was chairman of her unsuccessful 2008 presidential bid.

“Anyway what do we think about using gridiron to puncture the email story a little,” wrote Palmieri, who suggested possible joke topics, including one involving Jeb Bush.

Clinton campaign manager Robby Mook expressed concern, saying reinforcing the idea that Clinton and McAuliffe are close “conjures the 90s stuff”—a reference, to Bill Clinton’s two turbulent terms in office. McAuliffe’s routine at the Gridiron did not ultimately include the discussed email routine.

Five months later, Hillary Clinton’s director of speechwriting, Dan Schwerin, shared a draft of a speech for the annual Iowa Wing Ding dinner in an email to colleagues, asking for input.

“I look forward to your feedback. (Also, if anyone has a funny email/server joke, please send it my way.),” he wrote on August 13.