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ANDERSON COOPER 360 DEGREES

Trump: I Have A "Very Good" Marital History; Clinton: Trump Has Been Misleading On Business With Cuba; 1 Dead, 100+ Injured In Train Cash; Gov. Christie To Be In Charge Of Trump Debate Prep?; Chelsea Clinton Courts Millennial Voters. Aired 9-10p ET.

Aired September 29, 2016 - 21:00   ET

THIS IS A RUSH TRANSCRIPT. THIS COPY MAY NOT BE IN ITS FINAL FORM AND MAY BE UPDATED.


(COMMERCIAL BREAK)

[21:00:40] ANDERSON COOPER, CNN ANCHOR: Thanks for joining us for the second hour of "360".

Tonight, a new interview with Donald Trump in which he's asked about his widely reported history of infidelities in his marriage. As you know, Trump has been giving himself a lot of credit for not bringing up the Clinton's marriage at the first debate, but he brought up the fact that he's not bringing it up which is, of course, a way of bringing it up.

Today Paul Steinhauser of New Hampshire One News asked Trump if he'll talk about it at the second debate, as he's threatened to do, and also how he though the first debate went overall. Take a look.

(BEGIN VIDEO CLIP)

PAUL STEINHAUSER, POLITICAL DIRECTOR FOR NEW HAMPSHIRE ONE NEWS: Back on Monday's debate, going to that debate, a lot of people said that Hillary Clinton was going to try to bait you and some people say maybe you took the bait. Will you be more disciplined maybe in the second debate?

DONALD TRUMP, (R) PRESIDENTIAL CANDIDATE: I don't think I took the bait. You know, every online poll had me winning the debate. So every single one of them, many of them. So, look, I found it to be an amazing experience, actually. We had 88 million people or something around that number. And I just found it to be an amazing experience.

No, I think we did well. I think I did -- you know, I'm very happy with the way it turned out.

STEINHAUSER: You were asked about the birther question and you said you were proud of what you did, you did a service to the President and to the country. So do you stand by those comments? You're proud of what you did?

TRUMP: Well, I'm the one that got him to put up his birth certificate. Hillary Clinton was unable to get there. And I will tell you, she tried, and you look at her campaign, and everybody knows it happened. And I would say that pretty much everybody agrees with me, but she tried and she was unable to do it, and I tried, and I was able to do it. So I'm very proud of that.

STEINHAUSER: You didn't mention Bill Clinton and his past affairs. You may do this in the second debate?

TRUMP: Well, she was very nasty to me. And I was going to do it, and I saw Chelsea sitting out in the audience and I just didn't want to go there. I thought it would be too disrespectful. I just didn't want to do it. But she was very nasty.

STEINHAUSER: What about the second debate?

TRUMP: We'll see what happens, but I just didn't want to put it there. It was -- it's a hard thing to say in front of somebody's daughter.

STEINHAUSER: If it doe come up, though, in the next debate, do you think maybe your past marital history is also fair game?

TRUMP: I guess. I mean, they can do -- but it's a lot different than his, that I can tell you. I mean, we have a situation where we have a president who was a disaster and he was ultimately impeached over it, in a sense, for lying. And so, we'll see whether or not we discuss it.

STEINHAUSER: You're not worried about your past history at all?

TRUMP: No, not at all. And I have a very good history.

(END VIDEO CLIP)

COOPER: Well, Donald Trump was back in the campaign trail for a rally in New Hampshire today. Jason Carroll joins me now live. What do you have to say today on the trail?

JASON CARROLL, CNN NATIONAL CORRESPONDENT: Well, first of all, I mean, basically, a lot of what we heard during this rally today was much of what we've heard during his basic stump speeches, with a new attack that he's been outing out, he calls it the "FBI Immunity Five", referring to some of Clinton's former aides who received immunity in order to testify about her e-mails.

But in terms of what he's been saying going forward, he's basically been saying that he went easy on Clinton by not mentioning Bill Clinton and his past indiscretions, if you will. But when we heard what we said at this rally here today, even though he said he wasn't going to go into it, in an indirect way, that's exactly what he did.

(BEGIN VIDEO CLIP)

TRUMP: The Clintons are the sordid past. We will be the very bright and clean future.

(END VIDEO CLIP)

COOPER: There are also reports that members of hid campaign might not have been as pleased with his debate performance as he says he was. CARROLL: Right, right. I think you're referring to that conference call that went down yesterday, where basically, it was made very clear that Donald Trump is not happy with some of the surrogates who were out there talking to reporters, and saying that he didn't do as good of a job as he could have done during that past debate.

Chris Christie speaking to CNN a little earlier today, when asked about whether or not he would step in and perhaps take over debate prep going into the next debate, he said he has been asked, but if he was asked, certainly he would step in to do it.

Christie also said he felt as though Donald Trump did well during the last debate. He also said he would do a better job during the next debate. Trump, for his part, at this rally today, Anderson, basically saying that he felt as though the debate was rigged against him, but having said that, you heard him there in the interview, he still says he won that debate.

COOPER: Jason Carroll. Jason thanks very much.

Hillary Clinton spoke to reporters today about among other things, Trump's threats to continue bringing up her marriage.

[21:04:59] Jeff Zeleny joins me now with that. So, the comments from Trump, talk to me about what Clinton had to say about them, how she responded?

JEFF ZELENY, CNN SENIOR WASHINGTON CORRESPONDENT: Well, Anderson, she was flying from an early voting rally in Iowa, voting actually started there, and she was flying to here in Chicago to a fund-raiser. And she was asked several times about the fact that some Trump surrogates are now going to be bringing up questions about, you know, these Clinton's sex scandals from the 1990s. And she was asked directly if she thought she should respond or if she planned to respond to these allegations or to questions of her husband's impeachment. She said, no. And left it at that. It's very seldom that she answers something so succinctly there, but she said, look, she's going to run her own campaign and not be sort of dragged into this. We'll see if Donald Trump actually goes there in the second debate and if she actually has to respond. But her campaign believes, actually, that women will be offended by any type of attack on her like this. So, this is definitely something the Trump campaign seems to be trying out before that next debate.

COOPER: And, Jeff, there was the "Newsweek" report today alleging that Donald Trump tried investing in Cuba, which if true, would violate the law. Did Hillary Clinton seize on that today?

ZELENY: She seized on it immediately, in fact, that's why she came to talk to reporters in the first place. That was her message, if you will. And she said, look, if this report is true, that some of his business executives traveled to Cuba in the 1990s to look at hotel businesses, it would be a violation of law. And then she linked it to other transparency questions. She said, he's still not released his tax returns, she said he's been evasive, he doesn't have the temperament to be president. So, Anderson, it looked to me like just watching her as she was talking about this, she knew everything about this story. This may be fodder for a second debate when there is such a big audience watching both of them.

COOPER: Yeah. Jeff Zeleny. Jeff, thanks for reporting.

Donald Trump refuses to concede that he had a bad night in the first debate, but his campaign is looking to change the way he gets ready for the next one. A source says, one option is to, as you heard, get New Jersey Governor Chris Christie to try to help him prep. Christie told CNN today, as Jason said, that he hasn't been asked to do anything new.

Brett O'Donnell is a debate coach who worked with the McCain and Bush/Cheney campaigns, he joins me now, along with CNN senior political analyst, David Gergen, who advised four presidents.

David, the fact that Trump advisers seem torn over the next step forward, floating even the idea of putting Christie in charge of debate prep, seems like they're aware that something needs to change between now and October 9th. But if Trump himself won't admit he didn't do well, then that's an issue, isn't it?

DAVID GERGEN, CNN SENIOR ANALYST: It's a real problem inside a campaign. You got a stubborn candidate. It's very, very hard to overcome their resistance and their sort of sense.

You know, I remember one president used to -- when people used to come in and argue with him, he tap them on the chest and say, if you're so damned smart, why aren't you president. And that happens with campaigners frequently. In Donald Trump's case, it could be fatal. Because his lack of preparation I think really handicapped him in this first debate, pivotal debate. He keeps citing these online polls. The much more reliable polls have consistently had him losing the debate. The country increasingly thinks he lost the debate, so he needs to prepare.

Now, Chris Christie brings certain qualities to it with the skill of a prosecutor and pressing the case. He's very, very good at that. And we saw when he took out Rubio during the primary debates.

COOPER: Right.

GERGEN: But whether he can impersonate Hillary in such a short time, that's a much, much harder proposition for him. I would think that Trump, if he wants to go -- if he wants more advice, he's going to go back to Roger Ailes before this is all over.

COOPER: Brett, I mean, part of the reason Chris Christie is being floated as reportedly because he's one of the only people in Trump's circle who can be brutally frank with him. How much -- if that is in fact the case that he's the only one, how big a problem is that? I mean, that his inner circle can't be completely honest with him?

BRETT O'DONNELL, DEBATE COACH: That's a very big problem. Part of the thing that makes debate prep successful is being able to say to the candidate, that wasn't very good, you have to do it better. That happened in 2004 with George W. Bush after his first debate and he was able to improve his game, get better in the second and third debates. It happened with Barack Obama, by all accounts, in the 2012 debate.

The candidate, as David said, has to be willing to listen to the advice of his debate preppers. And if he's not willing to do that, it's a big problem.

COOPER: Also, Brett, you know, Chris Christie did something that was -- I thought was very interesting during the primary debates. He would sort of the strategically flip questions on their side, answering with what he wouldn't do. You know, I'll tell you what I wouldn't do, instead of necessarily laying out policy specifics. Is that a good debate strategy?

O'DONNELL: Well, I think to some extent, it is. I mean, you want to be on offense. Debates are about being on offense. And in the first 30 minutes of Monday's debate, Donald Trump was on offense.

GERGEN: Right.

O'DONNELL: But then for the last 60, he was not. Really, what you got to do is figure out what are your offensive moments and figure out ways to pivot off of the defensive ones.

COOPER: David, the idea of Trump bringing, you know, Trump announcing at the last debate, well, I was going to bring up something about Bill Clinton in the past, but I just couldn't do it, seeing Chelsea in the audience. And saying, maybe it will be brought up in the next debate. Is that a strategy that could be winning for him? I mean is that really the way to get more women to vote for him?

[21:10:20] GERGEN: Well, talking to people in the Clinton campaign, they would love him to do it in some ways. I think they tried to bait him into doing that in this last debate when they brought up Miss Universe.

You know, they thought he would be tempted as he was to bring up Bill. He decided against it. I think he used the right judgment then.

But, you know, Anderson, this week is turning into a mess because it's all about, you know, his relationship with women, his relationship with Miss Universe. Now, you know, now the question was he's going to bring up Bill. This is a worst way to run a come-from-behind kind of campaign and try to overtake the -- Hillary Clinton. And that is -- he ought to be talking about the future of the country. He ought to be talking about what matters. And he's gotten himself mired in this sexy stuff that is frankly, pretty -- it's pretty off-putting for, I think, for a lot of voters, especially women.

COOPER: Well, also, David, I mean if he brings that up about the Clintons, then, of course, as we talked from the last hour, he opens himself up to a whole host of criticism about his past, you know, marital infidelities. GERGEN: About his past is not only refers to his marriages, but, you know, sort of the locker room talk out of the '90s, which is so pass today. It's like a re-run of "Mad Men" in the middle of 2016 campaign. Nobody talks like that anymore. And people find it deeply offensive, especially women. But there are a lot of guys around who sort of like, you know, come on, I don't want to have people like that in the White House.

COOPER: Brett, you said this would be a big mistake for Trump to bring up Clinton's past?

O'DONNELL: I think so. There's so much substantively that he can discuss. First of all, when we're talking about affairs, the American people are losing, because we're not hearing how they both would move the country forward. And I think there's a lot of substantive things that he can do to talk about Clinton's positions to show that there are real, meaningful differences.

I think the e-mails, the foundation, her speeches to Wall Street, all of those things are fair game, because it's what she did rather than Bill Clinton. And by the way, bringing Bill Clinton up, in my opinion, not very good, because Hillary Clinton has changed her positions from Bill Clinton.

Bill Clinton was popular. And so, I just think it's a mistake for him to bring those up. He should focus his offense on Hillary Clinton and her problems.

GERGEN: I think that's absolutely right. You know, when he brought up the idea of, I'll put my tax returns out when she puts out her e- mails. That was a good offensive line. He dropped it. He ought to be back on that kind of offense and talking about the future of the country, not this crazy sexy stuff that has got everybody, what kind of campaign is this?

COOPER: Yeah. David Gergen, Brett O'Donnell, gentlemen, thank you, a good discussion.

GERGEN: Thank you.

COOPER: Coming up, we've got breaking news, new allegations against the Trump Foundation. A new report says Trump never got the certification required by law before charities can ask people for money. Details on that next.

Also at the latest on a deadly train crashed just outside of New York City, left more than 100 people injured.

(COMMERCIAL BREAK)

[21:16:49] COOPER: There's some breaking news tonight on the Trump Foundation. There have been a number of questions about Donald Trump's charity group over him not donating any of his own money for years. Allegations that he used foundation money to settle business lawsuits and buy paintings for himself. Now there's a new report that the foundation never got the certification that New York required before charities can solicit money from the public. David Fahrenthold just brought the story for "The Washington Post", he joins me now on the phone.

So David, you uncover the story information, explain what this means exactly.

DAVID FAHRENTHOLD, "WASHINGTON POST" REPORTER: Well, it means that Trump has relied on other people's money to fill up the coffers of his foundation for a number of years. He hasn't given any of his own money in 2008. So we discovered that under New York law, the Trump Foundation is in State of New York, he was required to get a special certification that extra audit and more oversight if he was raising money from the public, just to protect the public from Trump using their money. And he never did that. He never registered.

So in theory, the money that he's raising from other people, that he's asking other people to give, that's against the law.

COOPER: And my understanding, based on what I read in your story so far is that, if he had this certification, he also would -- could have been audited, to make sure -- or the foundation would have been audited to make surer that the money wasn't going for his personal benefit or business benefit, correct?

FAHRENTHOLD: That's right. That's the biggest consequence of having not registered. If he had to register every year, he would have an independent auditor come through the books of the foundation. Look at all the checks within and specifically ask the questions, with Donald Trump's Foundation spend money that benefited Donald Trump in a way that it wasn't supposed to.

Now, we found new these allegations where that seems to have happened over the years and (inaudible) these audits, they might have founded it earlier.

COOPER: Right that was your reporting which found those details. Now, the New York Attorney finds that Trump's Foundation raised money in violation of the law. What happens? What are the consequences?

FAHRENTHOLD: Yes. New York Attorney General Eric Schneiderman, he's already investigating the foundation. He has a lot of power. He can do things like he can injunction to stop them from making and raising more money, can actually go to court and ask to force Trump to give all the money back that he raised when he wasn't allowed to be raising money.

COOPER: And how is the Trump campaign responding?

FAHRENTHOLD: Not responding at all. I sent them questions earlier today and I have heard nothing at all.

COOPER: All right. Appreciate your reporting as always. We'll continue to follow up on this.

I want to bring in CNN political analyst, Maggie Haberman and on the phone, senior legal analyst, Jeffrey Toobin.

Maggie, what do you make of this latest reporting?

MAGGIE HABERMAN, CNN POLITICAL ANALYST: I think that this is another drip, drip, but a larger drip, drip in the problem that has been the Trump Foundation in David's reporting. For a while, Hillary Clinton already, I know just tweeted this out from her campaign account. So I assume she'll bring this up with the debate.

It raises a real question, especially, because as I read his story, some of this appears to relate to the money that Trump was raising for veterans earlier this year. And that was a stunt that he did to explain why he was skipping the final debate in Iowa before the caucuses. And there was a huge production about it and this actually was the genesis of a lot of David's reporting.

It raises questions about how Trump handles his own money, how he handles other people's money. And it is yet another negative story for him, again, going into the final five weeks, that his campaign has chosen not to deal with at all. The first time they'll be dealing with it, most likely, is on the debate stage in a real way, and that's not a great form for it.

[21:20:05] COOPER: Jeffrey, I mean it does seem like the biggest consequence of this, the idea that it -- had he gotten the certificate, which on face where you might think, oh it's just a certificate. He would have been audited and somebody would have been checking, is the foundation using money to benefit Donald Trump or his businesses, which according to David's reporting, there are a number of instances of that happening.

JEFFREY TOOBIN, CNN LEGAL ANALYST: That's right. I mean, the -- David's reporting has established that this foundation was really not a charitable enterprise in any meaningful way that it was basically an extension of his business which is entirely improper.

The problem with all of this is that a lot of foundations are very poorly run and there's very little regulation that's enforced, but if there is an enforcement action here, I mean, it certainly seems like what Trump has done is completely indefensible. Whether that is something that sways votes at this point, I don't know because his business practices whether it's his bankruptcies or his university or his steaks, I mean, it hasn't taken much of a toll yet. I don't know if this -- if this will.

HABERMAN: I mean, I think that a lot of voters who didn't pay attention to either party primary are just tuning in right now. I think we saw that with the debate the other night and how many people watched it. I do think people have been fairly turned off by this election because of the tone but a lot of people are going to participate. So things that didn't seem to be there has been this running narrative that nothing hurts Donald Trump. That's not true. I mean if you look at his negative ratings, they're quite high. So new pieces of information and new things for people who are just paying attention, I do think, are informative. That's why this week, you know, separate on this issue that we were talking about earlier, about Alicia Machado and what he said about her, is damaging, because this is not just yet another thing.

COOPER: And it's also ...

TOOBON: If I could just add one thing. The one thing that Trump has going for him in this whole situation is that the main person who is investigating is Eric Schneiderman, the New York Attorney General, who is an elected partisan Democrat. He will undoubtedly, as he has before, attack Schneiderman's partisan motives, which may give him an opportunity to not talk about the merit of what David has raised in his report.

COOPER: Yeah.

HABERMAN: I think that's true.

COOPER: Yeah. Jeffrey Toobin. Jeffrey thanks. Maggie Haberman, stay with us. There's much more to talk about ahead.

Did Donald Trump's complain that some of the women working at one of his golf courses weren't pretty enough and they should be replaced with women he thought were more attractive? That's what employees said in court documents. We're going to hear from the reporter who broke that story and look at the details of it, find out exactly what was it.

(COMMERCIAL BREAK)

[21:26:38] COOPER: A new report says that Donald Trump told managers at one of his golf clubs that the hostesses weren't pretty enough and they should be fired or replaced with women he deemed more attractive. Matt Pearce of "Los Angeles Times" wrote the story, he joins me now.

So these claims came in a 2012 motion for an earlier lawsuit against the golf club over work hours, declarations in support of woman who said she was claiming ageism. What do the employees actually say?

MATT PEARCE, LOS ANGELES TIMES REPORTER: The employees said that there was a culture at the Trump National Golf Course in Rancho Palos Verdes, in which younger, more attractive women were favored over older, perhaps less-attractive, more experienced employees and that this was at Donald Trump's direction that he would come to the club and tell his managers that you've got to get some better-looking people in here. You know, you need more attractive women in this restaurant, and that was the basis of one of the employees' claims. She said that she was denied the opportunity to serve Donald Trump because she was 45 years old.

COOPER: Did any employees say they heard directly from Donald Trump that the club needed to hire more attractive women?

PEARCE: Yes, there was a restaurant manager who heard that from Donald Trump directly. Her sworn declaration is in the court record. There's also another catering manager who said she heard Donald Trump tell other managers multiple times when the club first opened in 2005 that there needed to be more attractive women and that less-attractive women should be fired. And these are sort of -- you see a trend of comments trickling down from managers beneath Donald Trump where he would tell employees and managers that, you know, Donald's coming to town, you know, maybe you should take the day off. They tried to get around it by hiding their less-attractive employees when Donald came to town.

COOPER: They would actually hide their less-attractive employees?

PEARCE: Yes, they would schedule days off. There was one employee, again the catering manager, who said that a Trump Organization Vice President Vince Stelio (ph) told her to fire one employee because she was overweight, because Donald Trump doesn't like fat people, quote/unquote. She refused to do that. Another general manager told her to fire that employee and she refused. And so, they came up with a compromise where they would just schedule that employee to not be around when Donald Trump would come to town.

COOPER: You write about a manager who talked about a young, attractive hostess who was presented to Donald Trump while he was entertaining some guests. What did the manager say happen next?

PEARCE: The manager says that the young woman was brought over to some older men that Donald Trump was entertaining and said, you don't have to go to Hollywood to find beautiful women, and that Donald Trump asked this young server, "Do you like Jewish men?"

COOPER: And I understand that all of those who gave declarations, they had to sign nondisclosure agreements as part of a settlement, but you did speak at length to a former employee. What did you learn from them?

PEARCE: Well, I can't say in detail what that they said, because they fear being sued. As you mentioned, they sign nondisclosure agreements, which prevents them from speaking out today about the culture of the club. But what this employee said largely lined up with the allegations and the lawsuit, which said that there was a culture at Donald Trump's club that float down from Donald Trump in which beauty was prized over skill.

COOPER: And you also -- in your story, you talked about someone higher up in the Trump Organization. What did they say?

[21:30:00] PEARCE: There was a attorney for the Trump Organization who handled the lawsuit. Their only response to all these allegations is a blanket denial. They said that these allegations were meritless. They say that they do not discriminate against their employees and then don't break. And beyond that, there hasn't really been much comment on each of these individual claims. These statements were made under threat of perjury and filed in the court record, but there hasn't really been any kind of detailed response to what these employees say happened to them under Donald Trump's management.

COOPER: All right, Matt Pearce, I appreciate your reporting, thanks for talking about it.

Back with the panel, as well. Kayleigh, what do you make? I mean, sworn declarations, you're a lawyer, what do you make?

KAYLEIGH MCENANY, TRUMP SUPPORTER: Well, first of all, you know, this was settled without mission of -- admission of liability, so that's important. And I took a look at the court documents today. There were 27 employees who made declarations. Of that, there were two women who claim to have heard Donald Trump say these things. The CNN analysis that was done suggest that he has employed 34,000 people over the course of his career. And if there are two women in a court case and one discredited Miss Universe, who are out there saying these things, I'd say that's a pretty good track record.

COOPER: But Miss Universe has nothing to do with this club. So there's two people in this club who say they directly heard Donald Trump say it.

MCENANY: Out of 34,000 employees. There are three stories ...

COOPER: No, no, but how many people -- how many employees in this club?

MCENANY: There were 27 employees who gave declarations.

COOPER: So out of 27, two of 27.

MCENANY: No, no, because of the 34,000 people, Donald Trump have employed -- has employed, how many people are we -- do we hear out there giving these kinds of allegations? Three, that's a pretty good record.

CHRISTINE QUINN, FORMER NYC CITY COUNCIL SPEAKER: It's not a good record, right? And I think Kayleigh is trying to misrepresent the numbers and enlarge the pool trying to make Donald Trump look better. You had in this report, in these sworn declarations that you could be charged with perjury. We have yet another pattern of Donald Trump's own behavior and his own words showing he treats and sees women very badly. This is two women who came forward knowing that it could cost their jobs. And it's not easy.

You know, Kayleigh seems to present it as it's easy to come forward and say these things are happening in the workplace. It's not. You could risk your job and your livelihood for your families.

MCENANY: You can also get a nice payoff.

QUINN: Two women doing it is an incredibly brave thing and they should be paid attention to. And what was settled does not mean that ...

(CROSSTALK)

QUINN: And again, this isn't about Hillary Clinton. This is about Donald Trump.

MCENANY: I'm not going to say ...

QUINN: Treating women like they are property, having hostesses, as the reporter said, brought over to him and men he was entertaining, as if they were items on display, a dessert tray to pick from. That is sexist. It's not appropriate, and should not certainly be in the White House.

MCENANY: Why ...

QUINN: It's just another example of Donald Trump's sexism against women.

COOPER: Kayleigh?

MCENANY: Why is Hillary Clinton not filling the airwaves with former employees, female employees of Donald Trump saying these things? I'll give you the answer, they don't exist. I haven't seen one commercial to that effect. It's not there because ...

QUINN: That's not true.

MCENANY: ... he's a good businessman, he's empowered women and ...

QUINN: Kayleigh, that is simply not true.

COOPER: There are nondisclosure agreements that it seems like -- I mean I don't have any employees ...

UNIDENTIFIED MALE: But 34,000 haven't signed nondisclosure ...

QUINN: The vast majority of the Trump organization employees actually do sign nondisclosure agreements. And beyond that, I would not be thrilled if my candidate was trotting women as you said, or whatever word you used, out there, if they didn't want that. When these things happen in the workplace, it is incredibly traumatic for women. And the idea that they would then just all go out on T.V. and talk about it shows a real misunderstanding of what that's like to go through in the workplace and how hard it is. And you put on top of that nondisclosure agreements.

COOPER: OK. Andre, let me ask you, if in fact that is true that Mr. Trump said -- or one employee said that Mr. Trump doesn't like fat people, that they, you know, they were basically scheduling people -- fat, you know, people who had weight issues so that they weren't there the day Mr. Trump was there. If these allegations are true, do you think it matters? Do you think it's important?

ANDRE BAUER, TRUMP SUPPORTER: I think it's important, but just like Hillary Clinton, a mad employee won't let the truth get in the way of a good story. And so, there are plenty of times when an employee is not happy and they will -- a disgruntled employee is not happy will say things that aren't whole truths or aren't truths at all just to go after their employees.

COOPER: What is interesting about this though, is that these allegations were made a while ago and they do seem to back up Donald Trump's own public comments about women's weight, which he seems to reference with some regularity. BAUER: Well, what's most interesting is they actually happen to both appear in the media at the same time. I mean, they weren't news stories six months ago or six weeks ago. One just happens to lap in right with the other one, almost magically, at the same time. And again, it's just one more gossip story, instead of talk about issues which is ...

QUINN: It's court papers. It's court papers.

(CROSSTALK)

KARINE JEAN-PIERRE, CLINTON SUPPORTER: Let's just boil this down, right? It's just yet another example of who the real Donald Trump is, period. So if we had any questions about, did Donald Trump call women a slob, did Donald Trump call women fat, here it is the evidence is overwhelming. We keep hearing about it over and over again and he interjected all of this in the last 14, 15 months. This has come out of the mouth of Donald Trump.

[21:35:10] BAUER: We don't know what came out of the mouth of Donald Trump.

JEAN-PIERRE: Yes, yes, many of the ...

(CROSSTALK)

JEAN-PIERRE: ... dogs on the -- this is what he has said. All right, look, he is not the person that our daughters can look up to. The makeup of population in this country is more than 50 percent women. And he does not see them as equal ...

BAUER: My daughters can look up to someone ...

(CROSSTALK)

JEAN-PIERRE: No, we're talking about Donald Trump. Look, while Hillary Clinton ...

COOPER: One at a time. Let her finish.

JEAN-PIERRE: While Hillary Clinton was promoting women's rights across the country, Donald Trump was here like just saying awful things about women.

(CROSSTALK)

BAUER: Well, he was employing thousands of women, giving people an opportunity. Not somebody talking about creating jobs, somebody that was creating jobs. Somebody that had people going home to a family that were very happy with the positions they were given within the Trump organizations. There's thousands of them.

And so, Hillary Clinton can talk about all these wonderful things she would do, he's done it. He doesn't have to magnificently dream about what it's like to create jobs. He's done it. And he has a lot more people that are happy than are unhappy. You find two people out of 34,000, that's not an overwhelming majority.

QUINN: We wouldn't know, again, because they signed nondisclosure agreements. And I want to go back to something that was said before. This isn't gossip. These are court papers under threat of perjury, a serious offense. This isn't the cover of the "National Enquirer", and it was done in 2012, clearly before the presidential race, because people were harassed and treated inappropriately at work. And again, if this was just one thing that popped up in court today, that might be different. But as Anderson said, it seems to follow, quite frankly, a bizarre pattern of Mr. Trump, of talking a lot for no real reason, about women's weight.

(CROSSTALK)

COOPER: But Kayleigh, do you believe that Donald Trump has a pattern of talking about women's weight, whether it's on the Howard Stern show or in public or ...

MCENANY: No. I think if Hillary ...

COOPER: You don't see -- you see no pattern?

MCENANY: I see a pattern with Hillary Clinton. "New York Times" calling women floozy ...

COOPER: OK.

MCENANY: ... stalker, bimbo, narcissistic Looney Tune and sending private investigators after women she did not like.

(CROSSTALK)

COOPER: OK, but you see no -- I mean, honestly, you see no pattern of regular comments by Donald Trump referencing women's weight?

MCENANY: No. I see it being referenced ...

COOPER: Really? How can you say that? How can you actually say that?

MCENANY: I see it being -- context matters.

COOPER: Right.

MCNENAY: You're in a Miss Universe pageant. A third of the score is physical fitness. He mentioned the girl's weight because the Miss Universe board wanted to remove her for her weight and he stood up her. That is the context in which I've seen him ...

COOPER: "She's an eating machine," that's standing up for her?

BAUER: Well, he said he was too. He said look, I love to eat, too. He was (inaudible) a little about it and he picked that ...

QUINN: He didn't have a sweat suit on, on national T.V.

(CROSSTALK)

COOPER: But I didn't see him in shorts working out in front of reporters.

QUINN: Right, exactly.

COOPER: In fact, I have yet to see him in anything other than a very large jacket.

PEIRRE: It's always about him, Andre. The story's always about him.

BAUER: He said he would be glad to work out with her. I watched the tape. He said, I would be glad to work out with you.

(CROSSTALK)

COOPER: It was his press conference. He could have worked out with her. But there is a -- come on, you've got to say, there is a pattern of him repeatedly -- I mean I'm not -- this is not a political statement. There is a pattern of him repeatedly and publicly talking about women's weight, on "The Howard Stern Show", on a variety of ...

BAUER: Over 40 years we have a couple clips of him saying that, you know, of his whole life, where they found a couple clips. But, you know, this is more of a Clinton rerun. Every time they have an opponent that wants to start talking about issues, magically, all these issues come up about something other than talking about jobs and the economy and safety, because she doesn't want to go toe to toe on issues. She like -- every time the Clintons have run, scandals have come out of every single person they've run against. It's never been just a clean campaign. Ask anybody that's ever against the Clintons.

COOPER: So you're making the argument that Donald Trump hasn't had enough time to focus on issues? Because it seems like, in all of these rallies, there's a lot of talk about everything about stuff other than deep dives on policy issues. I mean isn't that true? I mean doesn't he tell a lot of stories?

QUINN: And if he didn't want to talk about it, why didn't he doubled down on ...

COOPER: Let her respond.

MCENANY: We tend to focus on the five words at a rally we can misconstrued to try to feed into the caricature of Donald Trump being you know, a deplorable, but he does give -- I've listed to tons of these rallies in full and 95 percent are devoted to policy.

(CROSSTALK)

COOPER: Maggie?

HABERMAN: That's not true. 95% of his rallies are not devoted to policy. This is not a political statement about Hillary Clinton. This is just talking -- I cover Donald Trump. 95 percent of his rallies are not about policy. He has done some policy speeches, that is true. He has been criticized for some of those policies speeches for not being totally specific or offering details that don't make any sense about how he would pay for some of his goals. But I do think that Trump has dismissed a lot of his old comments about women, such as on "The Howard Stern Show" or whatever as that was before I was a politician, I was a businessman, I was in entertainment, you know, things on "The Apprentice".

[21:40:06] But this is now a presidential race and he is talking about, you know, Alicia Machado's weight. He has talked about, you know, there was that theoretical, to be fair, a man, too, 400-pound man hacker who he brought up in the debate. He does talk about people's weight. There's a problem with this campaign where the Trump campaign repeatedly focuses on its version of the truth and it is not objectively true.

COOPER: We've got to take a break.

Up next, Hillary Clinton's not-so-secret weapon to fight for the millennial vote. Her daughter, Chelsea, she tells Dana Bash why she thinks her mom has had a hard time getting young people to support her, that and more ahead.

(COMMERCIAL BREAK)

COOPER: It's no secret one of Hillary Clinton's major challenges is winning over Bernie Sanders supporters, many of them millennials and stopping them from defecting to third party candidates. Yesterday, she got an assist from Sanders himself and also from First Lady Michelle Obama. Today, she's leaning on someone a little closer to home. Dana Bash reports.

(BEGIN VIDEO CLIP)

UNIDENTIFIED FEMALE: I'm a volunteer with Hillary from North Carolina here in Pitt County.

DANA BASH, CNN CHIEF POLITICAL CORRESPONDENT: At field offices and 280 college campuses, millennials work the phones for Hillary Clinton.

[21:45:03] UNIDENTIFIED FEMALE: I was wondering if you would like to come out and do some voter registration or a phone bank with us this weekend?

BASH: Young voters fueled President Obama's wins. He got 60 percent of 18 to 29-year-olds in 2012. A demo that was nearly 20 percent of the votes now could be growing.

HILLARY CLINTON, (D) PRESIDENTIAL CANDIDATE: Young people could represent 25 percent of the vote.

BASH: Team Clinton is putting such a premium on millennials, they hired youth directors in key battleground states. Lillie Catlin runs North Carolina and says social media is key.

LILLIE CATLIN, NORTH CAROLINA YOUTH VOTE DIRECTOR FOR CLINTON CAMPAIGN: You know we can't necessarily knock on every dorm or (inaudible). And so, it's, you know, having those kinds of conversations, but through our text list or through Twitter.

BASH: Still, polls show Clinton is underperforming with millennials. So the campaign is deploying high-profile surrogates. Bernie Sanders is lobbying his army of young supporters.

SEN. BERNIE SANDERS, (D) FORMER PRESIDENTIAL CANDIDATE: It is imperative that we elect Hillary Clinton as our next president.

BASH: Chelsea Clinton is hop scotching college towns.

BASH: Why has it been so hard for your mom to do that? To get people your age to get behind her?

CHELSEA CLINTON, HILLARY CLINTON'S DAUGHTER: Well, Dana, thank you for including me in the millennial demographic. I'm just in the older end.

If we think about the younger millennials, we think only about 55 percent of 18 to 24-year-olds were even registered to vote at the beginning of 2016. So that says to me, we just need to be doing a better job collectively on making the case of what's at stake in this election.

BASH: At East Carolina University in North Carolina, we heard why it's been so hard.

What is your experience in getting your friends on the Hillary Clinton train?

ANNIKEN WILLIAMS, VICE PRESIDENT, COLLEGE DEMOCRATS AT NORTH CAROLINA: Well, it's been pretty difficult, especially because a lot of young people, especially at EC were for Bernie Sanders.

BASH: One Sanders supporter challenged Chelsea directly, saying the primary was rigged for Clinton.

UNIDENTIFIED MALE: What moral ground does Hillary Clinton have to stand on to continue running as the Democratic nominee?

C. CLINTON: I would hope as someone who clearly is a passionate supporter of Senator Sanders that you'll listen to him directly and not rely on me to make the case.

BASH: He really came to protest and walked out holding a sign for Green Party candidate, Jill Stein.

BASH: You don't really think Jill Stein can win, do you?

UNIDENTIFIED MALE: I think we're going to establish party power and relevance for the Green Party by doing what we're doing.

BASH: Losing millennials to third party candidates is a dire concern for Clinton.

MICHELLE OBAMA, FIRST LADY OF THE UNITED STATES: If you vote for someone other than Hillary or if you don't vote at all, then you are helping to elect Hillary's opponent.

BASH: For some, that's working. Eric Jenkins was a Sanders delegate who told us Clinton's College Affordability Plan convinced him.

ERICK JENKINS, EAST CAROLINA UNIVERSITY STUDENT: Leveling out the cuts in colleges and states and also making the federal government match it four-fold.

BASH: But stroll through campus, it's clear Clinton has work to do.

BASH: Who are you going to vote for?

UNIDENTIFIED MALE: Jill Stein.

UNIDENTIFIED MALE: Hillary Clinton.

UNIDENTIFIED MALE: I'm undecided.

(END VIDEO CLIP)

BASH: One way the Clinton campaign tracks how well she's doing with millennials is online sales of her merchandise. The cooler she is to young people, the more they tend to buy her campaign hats and t- shirts. Anderson?

COOPER: Dana, thanks very much.

Up next breaking news, new details about the deadly rush hour train crash at one of the busiest stations in New York City area, what we've learned about the victims and what passengers say it was like on board for the moment of impact.

(COMMERCIAL BREAK)

(BEGIN VIDEO CLIP)

[21:52:20] WILLIAM BALINE, NJ TRANSIT EMPLOYEE: I just saw people laying down and debris and metal all over the place and then I looked clearer, I saw the train in the wall. I said, oh, my God. So I ran over with everybody and I tried to go to help some people out of the train.

(END VIDEO CLIP)

COOPER: More breaking news. The NTSB is investigating a deadly train crash at one of the busiest transit hubs in the New York City area. At the height of the morning commute, the train plowed at the Hoboken New Jersey station killing a 34-year-old woman, injuring more than 100 others. The woman was killed standing on a platform hit by debris. The train's engineer was injured. We're hearing -- we're learning more details about him tonight. Passengers said it didn't feel like the train ever slowed down as it entered the crowded station. Brian Todd tonight has the latest.

(BEGIN VIDEO CLIP) BRIAN TODD, CNN CORRESPONDENT: Eye witnesses say the New Jersey Transit commuter train went airborne before it slammed into the Hoboken Terminal building during the busy rush hour commute.

MIKE LARSON, CRASH WITNESS: As soon as I heard it, it was in front of me, went through the bumper block, flew through the air and through the depot.

VOICE OF JOHN MINKO, CRASH WITNESS: And all the sudden you hear the screaming, you know, and the disbelief. I saw the train slam. That's what -- I could not believe what, you know, I had seen there.

TODD: A woman standing on the platform was killed by debris. More than 100 others were injured. Over 70 people were hospitalized.

MAYOR DAWN ZIMMER, HOBOKEN, NEW JERSEY: Sadly, we lost a Hoboken resident today. It was a Hoboken resident that was killed in this accident.

TODD: A passenger riding in the vestibule between the first two cars said the train didn't appear to slow as it entered the station.

VOICE OF BHAGYEST SHAH, TRAIN PASSENGER: I was hoping that the train would stop now, but it just doesn't stop. It kept going, and going, and going, but the next thing I know I'm on the floor and we slammed into something. And when the train came to a stop, and I could see the parts of the roof on the first car and I could see some of the debris next to me.

UNIDENTIFIED FEMALE: Everyone that was standing in the vestibules between the first and second car flew over into the first car and many people were like thrown and there was a lot of blood and people were hurt.

TODD: The Hoboken facility is one of the busiest train stations in the New York area. A crucial rail hub, more than 15,000 New Jersey Transit commuters pass through every day.

Tonight, the NTSB and the Federal Railroad Administration have dispatched teams to the crash site looking for answers to what the train operator was doing before the crash. Albert Gil is a former train conductor who worked at the Hoboken station.

UNIDENTIFIED MALE: It's all on the engineer?

ALBERT GIL, FORMER NEW JERSY TRAIN CONDUCTOR: It's all in the engineer. The engineer gives signals. If he falls through the signal there is a cab system inside the actual cab of the -- of that (inaudible) that he's operating that will shut him down. By the time that system took over, it was too late.

[21:55:09] TODD: None of the New Jersey Transit trains are equipped with positive train control designed to automatically slow a train going too fast, but officials don't yet know how fast the train was traveling when it crashed. GOV. CHRIS CHRISTIE, NEW JERSEY: You don't jump to conclusions. You let the facts lead you to the conclusions. And so, we have nothing really to add to that. The train came in at much too high a rate of speed and the question is why is that and we won't know that for some in time. As soon as we know, you can be sure we'll share it with the public.

(END VIDEO CLIP)

COOPER: Brian Todd joins us now from Hoboken. So the engineer was named tonight. What do we know about him? Has he spoken to investigators?

TODD: Anderson, we know now that his name is Thomas Gallagher. He is 48 years old. New Jersey Transit officials say that he's been an employee of their system for 29 years. We have been told that he has cooperated with local investigators. He was cleared and released from the hospital earlier but as of early this evening, the NTSB had not interviewed him and they were eager to do so, Anderson.

Also, we can tell you this about Thomas Gallagher a neighbor of his from his home in northern New Jersey, a neighbor named Tom Jones, told our affiliate WABC, he described the Gallagher family as a fine family with wonderful kids, said they're very caring people about others. And this neighbor said it is just tragic what the Gallagher family is going through right now. This neighbor said it was Thomas Gallagher's childhood dream to be an engineer.

COOPER: Brian Todd. Brian, appreciate the update. Thank you.

We'll be right back.

(COMMERCIAL BREAK)

[22:00:13] COOPER: Well, that's all the time we have. Thanks for watching. I'll see you tomorrow night.