He's one of the longest-serving employees in Donald Trump's family real estate business.
Occasionally, as the Mueller probe began, as the lying accelerated, as new revelations emerged about the infamous Russian Trump Tower meeting, and as attacks on the first Amendment increased, grumblings about impeachment would also grow louder, but for the most part the idea of impeaching the president lost steam.
After the story in 2015, President Trump - who was then a candidate for President - tweeted about it and as seen in the screenshots below, he mentioned Ms O'Connor in five tweets, using his standard style of criticizing the reporter and media outlet following a news story.
Money and loyalty also drove Cohen to make guilty pleas this past week in a spinoff from the swirling investigations battering the Trump White House.
Northern Wisconsin (and Hayward native) Republican Congressman Sean Duffy - a supporter of President Donald Trump - called the president's former campaign chairman Paul Manafort "a sleazy guy", after news broke that Manafort was convicted of tax and bank fraud on Tuesday.
Moving forward, all eyes are on what happens next, particularly for Trump.
For years, Cohen was a fixture in Trump's orbit. "He's working for foreign governments and wasn't reporting it", Duffy said. Just because the Weisselberg and the sons were given control, that does not preclude others from handling the business.
It appears highly unlikely Trump will be indicted in this instance - at least while he is still in office. But Cohen's place in Trump's political life ended up being peripheral. But Cohen was never given a prominent spot in the campaign. The White House has dismissed the suit as politically motivated.
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"Are you a hero?" a television reporter shouted at Michael Cohen as he left his NY apartment last week.
Among the expenses for which he was seeking reimbursement: $130,000 that he paid to Daniels to keep her quiet about an alleged sexual encounter with Trump.
But early one April morning, more than three dozen federal agents raided Cohen's home, office and hotel room.
The Journal said Pecker shared details with prosecutors about payments Cohen says Trump directed to buy the silence of two women alleging affairs with him.
When pressed on why the payments were made just before Trump's election, Duffy said, "Because I think these folks were going to leverage that and expose it right before the election".
"I don't think that Mr. Manafort would have been on trial had not the Special Counsel been looking for information on Russian collusion in the last election", Duncan said in the TV interview.
That doesn't mean the party is pulling any punches on Trump as news breaks about charges of corruption and guilty verdicts against people in his inner circle on the 2016 campaign. With bills piling up for his team of expensive lawyers, the suddenly unemployed Cohen began to tell confidants that he was anxious about his job prospects and ability to support his family.
Critics say Trump's public statements show he's panicked about the developments.