Karoline Leavitt Can’t Explain Why Trump Is So Optimistic About Putin
The president was caught on tape saying he knew the Russian leader wanted to make a deal ‘for him.’

On Monday, President Donald Trump was caught on a hot mic saying that he thought Russian President Vladimir Putin wanted to make a deal “for him,” to end the war on Ukraine.
When a reporter asked Press Secretary Karoline Leavitt on Tuesday what led Trump to that conclusion, she offered a meandering nonanswer.
‘Well, the president has learned a lot, which is part of the reason he opened up this dialogue,” Leavitt responded. “The previous administration who oversaw the beginning of this war refused to talk, and President Trump has always said ‘in order to learn, in order to move the ball forward with diplomacy and towards peace, you have to have open dialogue. And so that’s why the president has had several conversations by phone, and of course an in-person meeting last Friday with President Putin … he’s understanding what both sides want, what both sides are going to have to give up. And he has always said, ‘in order to get a good deal, both sides are going to have to walk away a little bit unhappy.”
Reporter: "What has Trump learned that tells him that Putin would be willing to make a deal?"
— The Bulwark (@BulwarkOnline) August 19, 2025
Leavitt: "The president has learned a lot...He has always said in order to get a good deal, both sides are going to have to walk away a little bit unhappy." pic.twitter.com/O0h4VbI1MO
In short, Leavitt once again entirely avoided answering a very direct question.
Putin has not significantly changed his behavior or goals recently, as far as we can tell. And he has consistently shirked the idea of a ceasefire, while continuing to batter Ukraine and encroach upon more of its territory. Any “deal” that happens under these circumstances would only leave one side “unhappy.”