President Trump, Ukrainian President Volodymyr Zelensky and key European leaders are meeting at the White House on Monday afternoon to discuss Russia’s war in Ukraine.

U.S. President Donald Trump met with Ukrainian President Volodymyr Zelenskyy on August 18 in the Oval Office, alongside European leaders from Germany, France, and the United Kingdom. The meeting followed Trump’s August 15 summit with Russian President Vladimir Putin in Anchorage, Alaska.

For years, Donald Trump criticized presidents for empty threats. He often pointed to then-President Barack Obama failing to enforce his “red line” on Syria using chemical weapons. During his first term in 2017, Trump called it a “blank threat” that cost us “in many other parts of the world.”

Russia's decision to sell Alaska was influenced by its financial struggles following the Crimean War and the desire to strengthen ties with the United States, a fellow rival of Great Britain. Selling Alaska provided Russia with much-needed cash and ensured that Britain would not gain control of the territory.

Trump on Sunday said “big progress” had been made with Russia on the Ukraine conflict, as envoy Witkoff outlined that Russian President Vladimir Putin signalled for the first time he could accept Nato-style security guarantees for Kyiv.

President Trump is set to host a collection of European leaders as he meets with Ukrainian President Zelenskyy following his summit in Alaska with Russian President Putin. Former Department of Homeland Security Chief of Staff Miles Taylor and Retired Lieutenant General Mark Hertling join Alex Witt to share their expectations for tomorrow’s meeting.

President Donald Trump said on social media Saturday that a deal better than “a mere Ceasefire” is in the works with Vladimir Putin, hours after Trump’s high-stakes summit with the Russian leader in Alaska failed to produce an agreement to halt Russia’s invasion of Ukraine.

President Donald Trump is set to travel to Alaska to meet Russian President Vladimir Putin as he seeks negotiations to end Russia's war against Ukraine, threatening more tariffs on Russian energy if ceasefire talks falter.