In 2011, Juan Williams was filling in for Bill O’Reilly and there was an area where liberal talk show host Leslie Marshall and the late Andrew Breitbart found agreement: a Trump candidacy isn’t a good thing for America. Moreover, the late conservative blogger said the business magnate is certainly not a conservative:

“…Of course, he’s not a conservative. He was for Nancy Pelosi, before he was against Nancy Pelosi…celebrity is everything in this country if these guys don’t learn how to play the media the way Barack Obama played the media last election cycle and the way that Donald Trump is playing the election cycle–we’re going to probably get a celebrity candidate.

Indeed, Trump did call Pelosi “the best” (via Politico):

Donald Trump sent Nancy Pelosi warm wishes when she was sworn in as House Speaker in January 2007, praising her as "the best" in a personal note. Trump, who’s now mulling a Republican run for president, penned the note on a copy of a New York Times article that chronicled Pelosi's swearing-in, and wrote, "Nancy — you're the best. Congrats. Donald," according to sources familiar with the missive. … Trump confirmed to POLITICO he wrote the note, but said it was "because I want her to do great, and I want this country to be great, and I [didn't] want her to fail as Speaker. And I like her." “I met her a number of times and I liked her,” he added. “And I really want her and everybody in office to do great. so because of the fact that I met her a number of times and really liked her, and then she became Speaker, I sent her a note. And I wanted her, and I continue to want her and everybody else in office, to do great for the country. ... I get along with everybody. I'm very proud of that. I get along with all of these people. Some I get along with better.” He wrapped up an interview by saying: "When I send Nancy a letter, I want her to do a great job for the country, not for her party. OK, honey?"

Yet, it goes beyond thinking Pelosi is “great,” as Marc Thiessen wrote in the Washington Post in June. The Donald has given Democrats more than $100,000 to their respective House and Senate races. He gave $25,000 to the Democratic Congressional Campaign Committee and the Democratic Senatorial Campaign Committee; his son Donald Jr. gave $22,500 to Democrats that same year, Thiessen wrote. Republicans only got $1,000 that year, which led to a Democratic landslide, and Obamacare being rammed through [emphasis mine]:

In other words, Trump wanted Nancy Pelosi to be speaker of the House and Harry Reid the Senate majority leader. Which is not surprising. At the time he made those contributions, from August 2001 to September 2009, Trump was a registered Democrat. (He had been registered in New York first as a Republican, then a member of the Independence Party, then a Democrat, then a Republican again, and then became unaffiliated.) So maybe he came to regret it after Reid and Pelosi rammed through Obamacare? Apparently not. In 2010 — immediately after the passage of Obamacare — Trump continued to donate to Reid. Trump has donated at least $10,400 to Reid, including $4,800 for his 2010 race against Sharron Angle — a victory that helped keep the Senate in Democratic hands and Reid as majority leader. So Trump continued to support Reid as majority leader in the election immediately after the passage of Obamacare. …. Trump also gave $50,000 to another Obamacare architect, Rahm Emanuel — the former Obama White House chief of staff — for his campaign to become mayor of Chicago. He gave $5,500 to John Kerry and $7,000 to the late liberal icon of the Senate, Ted Kennedy (D-Mass.). Other Democrats who have benefited from Trump’s largesse include Sen. Charles Schumer (N.Y.), Sen. Frank Lautenberg (N.J.), Rep. Charlie Rangel (N.Y.) and Sen. Hillary Clinton (N.Y.). A major issue in the 2016 election will be allegations of corruption surrounding donations to the Clinton Foundation. But it will also be hard for Trump to make an issue of that since he gave at least $100,000 to the Clinton Foundation.

So, Trump was on the side that helped sow the seeds for Obamacare. That's great.

As for the celebrity bit, that’s certainly playing out. As I’ve said before, Trump has tapped into a general frustration with the current political climate. The Trumpmentum that began when the billionaire made illegal immigration a cornerstone of his campaign plays into the larger narrative of the abandonment of the rule of law that has occurred under the Obama administration. At the same time, both parties have been unable to do much on immigration, and the Republicans did mull extending subsides to Americans who signed up under the federal exchanges if they were gutted by the then-pending King v. Burwell decision. Not exactly a profile in courage.

Yet, again, Trump is an entertainer; an entertainer with penchant to switch positions if it means expanding his name recognition and brand. Maybe that’s fine in business, but it could come off as the work of a charlatan in politics, especially when he was once diametrically opposed to the very principles of the party (or the movement) he hopes to lead in the 2016 election.

Yes, Breitbart was a liberal. The grilling of Clarence Thomas by the Senate Judiciary Committee turned off Breitbart to what he described as his default liberal disposition. Yet, Mr. Breitbart never ran for office. He never gave thousands of dollars to Democrats. He was certainly never “cozy” with the Clintons like the Donald. There was no self-serving need to become pro-life, pro-Second Amendment, and anti-Obamacare. Breitbart simply moved away from the cesspool of the left on his own accord.

As for Reagan, yes, he was a Democrat until 1962. The Democratic and Republican parties were very different than they are today (of course), and even Trump put Reagan in the crosshairs* when he wrote “The Art of the Deal” in 1987. Trump later came to “really like” Reagan when he decided to dabble again in national politics. In other words, when the time called for it.

When the time called for Reagan to explain his shift in views, specifically on abortion, he wrote a book about it. Trump just gave some “rambling interviews,” according to the Federalist.

The Donald visited Laredo, Texas for a tour of the southern border in his campaign to “Make America Great Again.” He wore a hat to make that absolutely clear, while hosting a press conference outside a women’s bathroom.

"People are saying, 'It's so dangerous, Mr. Trump!' But I have to do it." His hat says "Make America Great Again." pic.twitter.com/hYivElDNN6 — Molly Ball (@mollyesque) July 23, 2015

At his final stop, he thanked the Border Patrol, but not before saying "This is about you, not about me" as he left the podium.

Trumpmentum will continue, and the Donald's supporters are reportedly hard to nail down concerning polling. I guess that's a plus if you're in that camp. The Fox News debate is on August 6; I'm sure it will be a highly entertaining event for everyone.

*Yes, the link is to a Think Progress piece, but even broken clocks are right twice a day.