The last time President Donald Trump shared a room with Vladimir Putin, their relationship — perhaps the most scrutinized association of any two people in the entire world — was enjoying an upswing.

It will mark the first time the two leaders will meet in person since Russia invaded Ukraine in 2022. Here’s how their other meetings went.

President Donald Trump’s meeting in Alaska with Vladimir Putin could be a decisive moment in the war in Ukraine and in the U.S. leader’s anomalous relationship with his Russian counterpart.