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Undated: Jeffry Lane Flake[1] (born December 31, 1962) is an American politician who served as a United States Senator from Arizona from 2013 to 2019. A Republican, Flake previously served in the United States House of Representatives from 2001 to 2013.

Flake was one of the bipartisan "Gang of Eight" U.S. senators that pushed an immigration reform bill through the Senate in 2013. He is known as a vocal critic of President Donald Trump, but has generally voted in line with Trump's position. Flake announced on October 24, 2017, that he would not seek re-election in 2018; Democrat Kyrsten Sinema won his seat in the election, becoming the first Democratic member of the Senate from Arizona since Dennis DeConcini's election in 1988. A poll by Morning Consult one week after Flake's departure showed Flake with a 28% and 49% approval and disapproval rating, making him the United States' most unpopular retired Senator as of 2019.[2]
https://en.wikipedia.org/wiki/Jeff_Flake

-- 2017 --        

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July 31: My Party Is in Denial About Donald Trump

We created him, and now we're rationalizing him. When will it stop?
https://www.politico.com/magazine/story/2017/07/31/my-party-is-in-denial-about-donald-trump-215442

November 30: Fighting Donald Trump Cost Jeff Flake His Job. But He's Not Going Quietly
http://time.com/5042705/donald-trump-jeff-flake-not-going-quietly/

December 5: Republican Sen. Jeff Flake, who's been adamantly opposed to Republican Alabama Senate hopeful Roy Moore, posted a photo Tuesday of a check with his signature on it that was addressed to Moore's Democratic rival, Doug Jones.

Flake's Twitter account posted the image of the $100 check along with the caption, "Country over Party."
http://www.cnn.com/2017/12/05/politics/jeff-flake-writes-doug-jones-check/index.html

-- 2018 --

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September 26: Senator Jeff Flake calls Trump 'uninformed and uncaring'

Senator Jeff Flake has slammed Donald Trump as "uncaring and uninformed" for challenging a woman who delayed reporting a sexual assault claim against Supreme Court nominee Brett Kavanaugh.

The Republican, who is a fierce and frequent critic of the president, also criticised the "toxic political culture" in US politics.

He said both Mr Kavanaugh and Christine Blasey Ford had become "unwitting combatants in an undeclared war".
https://www.bbc.com/news/av/world-us-canada-45660289/senator-jeff-flake-calls-trump-uninformed-and-uncaring

October 1: Jeff Flake on whether he would challenge Trump in 2020 primary: 'I don't see that happening'

Sen. Jeff Flake hopes President Donald Trump will face a primary opponent in 2020. The Arizona Republican just doubts he will challenge the president himself, he said Monday.

The retiring Trump critic's comments came even as he heads to New Hampshire, the nation's first primary state, for the second time this year. He is fresh off a dramatic political moment on Friday, when he joined Democrats and a couple other Republicans in calling for Senate leaders to delay a vote on Supreme Court nominee Brett Kavanaugh while the FBI investigates sexual misconduct accusations against the appeals court judge.
https://www.cnbc.com/2018/10/01/jeff-flake-says-he-may-not-challenge-donald-trump-in-2020-gop-primary.html

October 3: A pair of Republican senators who could hold Brett Kavanaugh’s fate in their hands blasted President Trump for mocking Christine Blasey Ford over her allegations that the Supreme Court nominee sexually attacked her.

“There’s no time and no place for remarks like that. To discuss something this sensitive at a political rally is just not right. It’s just not right. I wish he hadn’t had done it,” Arizona GOP Sen. Jeff Flake told NBC’s “Today” show on Wednesday, adding, “It’s kind of appalling.”
https://nypost.com/2018/10/03/flake-calls-trumps-attack-against-christine-blasey-ford-appalling/

November 7:  Trump boasts about having 'retired' Flake: 'I did the country a great service'

“In Jeff Flake’s case it’s me, pure and simple. I retired him. I’m very proud of it, I did the country a great service," Trump said during a sprawling press conference at the White House a day after the midterm elections.

"He is retired. I’d like to call it another word, but we’re going to treat him with great respect,” Trump added.

Flake, who announced in October 2017 that he would retire after this year, has acknowledged that his vocal criticism of the president’s rhetoric would likely make winning a GOP primary to seek reelection untenable.

“The bottom line is if I were to run a campaign that I could be proud of and where I didn’t have to cozy up to the president and his positions or his behavior, I could not win in a Republican primary, that’s the bottom line," Flake said on MSNBC’s “Morning Joe” after announcing his retirement. 
https://thehill.com/homenews/administration/415553-trump-i-retired-jeff-flake

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November 9: Flake floats GOP primary run against Trump: 'Somebody needs to run'

The retiring Arizona senator isn't ruling out a 2020 bid. John Kasich or Ben Sasse would be good, too, he said.
https://www.politico.com/story/2018/11/09/flake-2020-trump-980914

November 14: Republican senator threatens to vote against judges after GOP blocks vote on Mueller protection bill

Retiring Republican Sen. Jeff Flake said Wednesday that he will not vote to confirm the Trump administration's judicial nominees on the Senate floor or advance them in the Senate Judiciary Committee if legislation to protect special counsel Robert Mueller does not receive a Senate floor vote.

Flake made the new judicial threat after he and Sen. Chris Coons, a Delaware Democrat, unsuccessfully attempted to force a Senate vote on the special counsel legislation Wednesday. Senate Majority Leader Mitch McConnell objected to the request for a vote from Flake.
https://www.cnn.com/2018/11/14/politics/mueller-protection-bill-flake-coons/index.html

December 14: Trump Republican critic Sen. Jeff Flake's farewell speech cites threats to democracy 'from within and without'
https://www.japantimes.co.jp/news/2018/12/14/world/politics-diplomacy-world/trump-critic-republican-jeff-flakes-senate-farewell-speech-cites-real-threats-democracy/#.XGkC2hIiLow

-- 2019 --  

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January 2:
Trump responds to Romney's attack: 'Is he a Flake?'

The Utah GOP senator-elect wrote in a Washington Post op-ed that the president has fallen short of being a moral compass for the nation
https://www.nbcnews.com/politics/donald-trump/trump-responds-romney-s-attack-he-flake-n953721

-- 2020 --

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