Populism in the U.S. has evolved significantly over the last two centuries, championing the rights and benefits of working families, as seen through figures like Andrew Jackson, Ross Perot, and Donald Trump. At the Democratic National Convention, labor leaders emphasized the importance of unions and criticized the Republican Party's claims of representing workers, pointing out contradictions in their platform regarding pro-worker policies. Shawn Fain of the UAW made headlines with his strong support for Democratic candidates, while Teamsters president Sean O'Brien's appearance at the Republican National Convention highlighted a GOP attempt to rebrand as pro-labor despite their historical ties to corporate interests. Recent discussions involving Trump and Elon Musk have raised concerns among unions regarding anti-worker sentiments, particularly as they prepare for the upcoming elections. The historic collaboration between unions and the Democratic Party has faced challenges, especially with significant endorsements shifting within the labor movement. Ultimately, the upcoming elections will test the resilience of these labor alliances in light of shifting political allegiances.