According to Bossert, now an ABC News contributor, the summit paved a path toward the recovery of POW/MIA remains, the complete denuclearization of the Korean peninsula, the replacement of the Korean Armistice Agreement, and the ultimate recognition of the North Korean regime.
Shortly after Trump's presser, a spokesperson from South Korea's Blue House (its executive branch of government) said that "the meaning and intention" of the USA president's remarks regarding the war games "require more clear understanding".
Photographs of Trump and Kim Jong Un crowded the first half of Wednesday's six-page Rodong Sinmun newspaper, featuring the two shaking hands, sitting together and walking alongside each other at the summit venue in Singapore.
Just hours ahead of the crunch talks, Kim left his luxury hotel for a night-time stroll around some of Singapore's main sights, even posing for selfies with his guide, the city-state's foreign minister.
Answering a series of questions from the floor, Trump said that the USA will stop "war games" in South Korea, and later elaborated that he was speaking of their joint military exercises, held annually since the 1970s.
He refused to go into details.
It was not immediately clear what specific progress, if any, had been made in preliminary discussions between U.S. and North Korean officials. "But today, we are showing our dignity as an independent nation in front of the whole world", said Lieutenant-Colonel Hwang Myong Jin.
In a post-summit interview with ABC News, the president said he was confident that the agreement meant full denuclearisation. Neither the USA nor the South Korean government would confirm that the Trump administration warned President Moon Jae-in ahead of time about the decision to suspend exercises. America's friends, Japan and South Korea, didn't do so well. "It's a win for Kim Jong Un", Moon said. Many analysts believe the deal slowed North Korea's nuclear progress by years.
The news comes after the pair made history with a meeting in Singapore to try and bring an end to their differences.
During the summit, Mr. Trump and Mr. Kim signed a joint statement in which the North Korean leader broadly "reaffirmed his firm and unwavering commitment to complete denuclearization of the Korean Peninsula".
The summit capped a swift and astonishing turn of events that began on New Year's Day with a pledge by Kim to reach out to the world now that his nuclear forces have been completed.
North Korea sees the annual exercises as a rehearsal for invasion, but the government in Seoul maintains they are defensive in nature.
The president also said the he trusts Kim will follow through, but won't admit if he got it wrong. "The two top leaders gladly accepted each other's invitation".
But that language wasn't mentioned in a joint declaration signed by Trump and Kim, and no timetable was set for North Korea to eventually give up nuclear weapons.
Both Seoul and United States military commanders in the South indicated they had no idea the announcement was coming, and analysts expressed immediate concern.
"I think, without Otto, this would not have happened", Trump told reporters.
The president described the North Korean leader as a "very talented" negotiator and said their meeting was "honest, direct and productive".