Ex-basketball player Dennis Rodman, who befriended North Korean leader Kim Jong Un, has visited Pyongyang for the first time in Donald Trump's presidency.
The former NBA bad boy said he is "just trying to open a door" on a mission that he thinks his former boss on reality TV show Celebrity Apprentice would support.
Rodman, one of the few people to know both of the nuclear-armed leaders, sported a black T-shirt advertising a marijuana cybercurrency as he talked to reporters briefly before his flight from Beijing to the North Korean capital.
Asked if he had spoken to Mr Trump about his trip, he said: "Well, I'm pretty sure he's pretty much happy with the fact that I'm over here trying to accomplish something that we both need."
Rodman has received the red-carpet treatment on four past trips since 2013, but has been roundly criticised for visiting during a time of high tensions between the US and North Korea over its weapons programmes.
His entourage includes Joseph Terwilliger, a professor who has accompanied Rodman on previous trips to North Korea.
Rodman said the issue of several Americans currently detained by North Korea is "not my purpose right now".
In Tokyo, a visiting senior US official said Rodman is making the trip as a private citizen.
"We are aware of his visit. We wish him well, but we have issued travel warnings to Americans and suggested they not travel to North Korea for their own safety," US undersecretary of state Thomas Shannon told reporters after discussing the North Korean missile threat and other issues with Japanese counterparts.
In 2014, Rodman arranged a basketball game with other former NBA players and North Koreans and regaled leader Kim with a rendition of Happy Birthday. On the same trip, he suggested that an American missionary was at fault for his own imprisonment in North Korea, remarks for which he later apologised.
A North Korean foreign ministry official said Rodman would stay until Saturday.
Any visit to North Korea by a high-profile American is a political minefield, and Rodman has been criticised for failing to use his influence on leaders who are otherwise isolated diplomatically from the rest of the world.
Americans are regarded as enemies in North Korea because the two countries never signed a peace treaty to formally end the 1950-53 Korean War. Thousands of US troops are based in South Korea, and the Demilitarised Zone between the North and South is one of the most heavily fortified borders in the world.
A statement issued in New York by a Rodman publicist said the former NBA player is in the rare position of being friends with the leaders of both North Korea and the United States. Rodman was a cast member on two seasons of Mr Trump's Celebrity Apprentice.
Rodman tweeted that his trip was being sponsored by Potcoin, one of a growing number of cybercurrencies used to buy and sell marijuana in state-regulated markets.
North Korea has been hailed by marijuana news outlets and British tabloids as a "pothead paradise" and maybe even the next Amsterdam of pot tourism. But the claim that marijuana is legal in North Korea is not true. The penal code lists it as a controlled substance in the same category as cocaine and heroin.
Americans have been sentenced to years in North Korean prisons for such seemingly minor offences as stealing a political banner and could not expect leniency if the country's drug laws were violated.