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Spot, asked about donald trump's recent comments. will democratic candidates be asked about the e-mails? the fbi investigation. that could make for an ugly and painful one. they are in the cat bird seat now. >> regularly donald trump goes after hillary clinton on the e-mail issue, a lot of things. he was supposed to begin at 1:00 p.m. which is when the news broke. i can't imagine now that the rally has been pushed to two they are scrambling to rework the introduction or probably the bulk of the speech to talk about this. if you were advising the campaign. if you were on the plane to new hampsh...

Would be good for clinton to show humor and how the dinner could be a good opportunity to do that. in the end, mandy, a clinton media adviser, nixed the idea, saying we don't know what's in the e-mails so we're nervous about this. might get a big laugh tonight and regret it when content of e-mails is disclosed. that exchange shows there was a clear awareness in clinton world, that these e-mails -- this e-mail issue could be a problem. also, a clear understanding that clinton's own words could later be used against her. poppy, we've all seen the clinton campaign using donald trump's own words a...

Welcome back. they debated how she should handle her brewing e-mail controversy back in 2015 and considered advising her about it at a gala dinner. we have more on this latest leak from washington. >> this is interesting because it speaks to the sensitivity around this e-mail issue. an issue that's dogged clinton from the beginning. she was preparing to speak to emily's list and her campaign toyed with the idea of making a joke about the e-mail issue. let's put some of those messages. the first is from jennifer who is clinton's communication director saying i wanted to float the idea of hrc ma...

Considered advising her to crack a joke about it at a gala dinner. athena jones has been pouring through the stolen e-mails and joins me tonight. what was the calculus there? >> they're speaking to the sensitivity around the e-mail issue in clinton world. it's an issue that has dogged clinton from the beginning. we see in the latest batch an exchange from march of 2015. it is a month before clinton officially announced she was running. she was preparing to speak to emily's list, the political action committee, and her campaign was toying with the idea of her maybe making a joke about this whol...

>> look, she's got some challenges tomorrow she hasn't had to face before. she's always had difficulty dealing with this e-mail issue, even when it was much more simple. she bobbles this every time. this time we'll have a donald trump newly emboldened, and she's got to be able to nail some of these answers and so she could take on a little bit of damage. he's on a glide path to defeat, but she has got to figure out some way to answer these questions and reassure some voters who feel her answers and her performance in this area is cause for concern. >> that's the big weak spot do you think righ...