While at the United Nations, the former governor of SC was an astute advocate for Trump's foreign policy, using forceful language against North Korea, Syria and Iran.
Trump tweeted that he told Bolton Monday night his services were no longer needed at the White House and said Bolton submitted his resignation on Tuesday morning.
Bolton was also opposed to Trump's now-scrapped notion to bring Taliban negotiators to Camp David last weekend to try to finalize a peace deal in Afghanistan.
After leaving the Bush White House, Bolton relished his role as a media commentator, stridently denouncing Barack Obama and flirting with his own presidential run.
During an earlier period of U.S.
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Trump did not elaborate on what disagreements he had with Bolton.
From the outset, Bolton seemed like an odd fit under a president who champions an "America First" agenda.
Though this summer saw a series of escalations between the USA and Iran, Trump himself nixed airstrikes against the country at the last minute. He was later was a Fox News contributor and senior fellow at the conservative American Enterprise Institute.
Trump then told reporters at the White House on Monday that he considered the peace negotiations to be "dead".
And Bolton also was said to have been a crucial force in torpedoing an agreement between Trump and North Korean dictator Kim Jong Un, seeking broad concessions from Kim about his weapons of mass destruction.
"I offered to resign last night, and President Trump said, 'Let's talk about it tomorrow, '" Bolton wrote.
These kinds of differences between Trump and Bolton eventually spun the two men too far apart.
Kupperman, a former Boeing and Lockheed Martin executive, was Bolton's deputy in the White House since the start of the year.
"Can't wait for the Resistance, led by Maddow & O'Donnell & Hayes, to embrace John Bolton as their hero,"quipped commentator George Szamuely".
In another message to Twitter, Democrat congressman Gerry Connolly said Bolton was the wrong choice from the beginning.
So, should critics who worry about escalating tensions with Iran welcome Bolton's departure? Trump's announcement is unusual.