On Memorial Day weekend, Donald Trump addressed graduates at West Point with a campaign-style speech that celebrated his rollback of diversity, equity, and inclusion initiatives and signaled plans to expand the military's involvement in immigration enforcement. Plus, an analysis of the "Big Beautiful Bill," which could add over $3 trillion to the deficit while slashing health care and food stamps. Then, Rev. Al Sharpton joins The Weekend to reflect on the fifth anniversary of George Floyd's murder.

Federal judges have now ordered the Trump administration to facilitate the return of wrongfully deported migrants, but they're continuing to disregard due process. Plus, six months after the 2024 election, Democrats finally show signs of fighting back. And, our friend and colleague Jonathan Capehart's new book "Yet Here I Am: Lessons from a Black Man's Search for Home" is officially out! He recounts stories from his life and finding his voice.

The city of Chicago is currently under investigation by the DOJ for its "diversity" hiring practice. Mayor Brandon Johnson joins The Weekend to discuss the investigation and how the city plans to stand up to Trump. Rep. Joe Neguse also joins the show to express concerns over President Donald Trump's dinner for investors of his Trump Meme Coin.

RFK Jr.'s recent "Make America Healthy Again" (MAHA) report required tweaks from the Trump administration after experts pointed out it cited studies that did not exist. Many are wondering: Was artificial intelligence used to create the report?  Plus, a dive into the influence big tech companies have on the rise of artificial intelligence in the workplace. A new report suggests that AI could slash half of entry-level white-collar jobs. Tech journalist Karen Hao joins The Weekend to discuss.

The Trump agenda is facing pushback from all sides -- even from some Republican Senators -- on Trump's reconciliation bill and proposed budget. Rep. Brendan Boyle joins The Weekend to discuss the backlash and react to Sen. Joni Ernst's sarcastic apology for her comments on Medicaid cuts. Plus, deportation chaos. Rep. Yassamin Ansari joins The Weekend to share her recent surprise visit at an ICE detention center in Eloy, Arizona, where she described conditions as "sickening." And the hosts showcase their spelling skills in honor of the 100th anniversary of the Scripps spelling bee.

From Trump's promise of deporting millions falling short, to his sweeping tariffs not leading to economic prosperity, Trump's agenda is struggling. Chief White House Correspondent for The New York Times, Peter Baker, joins The Weekend to share one area where Trump isn't struggling: cashing in on the presidency. Plus, all signs are pointing to a "blue wave." The Democratic Party faces an uphill battle, but they are ready to push forward and win back Congress. Democratic strategist James Carville joins The Weekend to discuss Democrats' hope for the 2026 midterms.