At the Quebec meeting of the leaders of seven industrial powers, Trump yanked the US endorsement of a joint economic agreement among the seven countries. But on the ground in Singapore, he maintained a surprising restraint in his public comments about the historic encounter he clearly hopes may define his presidency.
Trump, who is offering to reduce economic sanctions on North Korea in exchange for denuclearisation, also seemed to warn Kim that the summit is a "one-time opportunity" that should not be wasted. Lee complimented the bold and admirable decision by Kim and Trump to come together for the Summit.
Yet Trump and Kim have yet to agree even on how to define denuclearization of the Korean peninsula - the stated goal of the meeting. But it's unclear what that security guarantee would entail.
"Let me say how much I appreciate this man's leadership in terms of reaching out to the North Koreans", the then-U.S. President said. Hopefully we will have liked each other and we'll start that process.
The issues on the table remain stubborn and complex for two countries that have been at odds for almost 70 years.
That may be even more important to Trump in the wake of the disastrous G-7 summit.
The area includes the summit venue, Capella Hotel on Sentosa Island and the places around Shangri-La Hotel and the St. Regis Hotel where Trump and Kim are expected to stay, respectively.
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'North Korea has its own royal lineage - the Kim family - and so it is natural that Kim Yo Jong traveled to Singapore separately from her brother'.
On the streets, Kim and Trump impersonators thrilled around 100 fans who paid $10 to take selfies at Bugis Junction mall at the weekend.
Likely to attend the summit with Trump are Pompeo, Bolton and White House chief of staff John Kelly.
There's just no recent precedent for the gamble Kim Jong Un is taking. "And, for me, the best-case scenario would be, at this point, for President Trump to step back from the process and hand it over to the professional diplomats and negotiators to work out these details".
"The best thing to look for is some type of joint statement that underscores a shared desire for denuclearization and peace on the Korean Peninsula".
While Singapore has authoritarian leanings, it is still a thriving bastion of capitalism and wealth, and Kim will be performing his high-stakes diplomatic tight-rope walk in front of 3,000 global journalists, including a huge contingent from the ultra-aggressive South Korean press - sometimes referred to by Pyongyang as "reptile media" - two of whom were arrested by Singapore police investigating a report of trespassing at the residence of the North Korean ambassador.
"Wide-ranging and profound views on the issue of establishing new DPRK-US relations, the issue of building a permanent and durable peace-keeping mechanism on the Korean peninsula, the issue of realising the denuclearisation of the Korean peninsula and other issues of mutual concern, as required by the changed era, will be exchanged at the DPRK-US summit talks", the Korean Central News Agency (KCNA) reported in English.
"Excitement in the air!" he wrote in a tweet.