Trump Picks a Jet-Setting Pal of Elon Musk to Go Get Greenland

Negotiations over an 836,000-square-mile island may fall to a close friend of Elon Musk with experience in deal-making. Just not that kind of deal-making.

Ken Howery is a quiet, unassuming tech investor who prioritizes discretion. And yet, he has ended up in the middle of two of the noisiest story lines of the incoming Trump administration.

One is the expanding ambition of Elon Musk, Mr. Howery’s close friend and fellow party-scene fixture since the two helped run PayPal 25 years ago.

The other is the expansionist ambition of Mr. Musk’s boss, President-elect Donald J. Trump, who has set his sights on buying Greenland, the world’s largest island.

As Mr. Trump’s pick for ambassador to Denmark, Mr. Howery is expected to be central to what Mr. Trump hopes will be a real-estate deal of epic proportions. The only hitch is that Denmark, which counts Greenland as its autonomous territory, says the island is not for sale.

Whether he likes it or not, Mr. Howery, a globe-trotter known for his taste for adventure and elaborate party planning, is likely to find himself in the middle of a geopolitical tempest.

Mr. Trump has been explicit about his expectations for his new ambassador filling a once-sleepy post. When he announced Mr. Howery for the role, which requires Senate confirmation, he reiterated his designs on Greenland for the first time since winning the presidency.