Democratic Congressman Maxwell Frost, 29, clashed with a panel of Baby Boomers on the Jubilee YouTube series "Surrounded" over whether the American Dream remains achievable for younger generations, in an exchange that has since gone viral. Frost argued that the traditional promise, that a college education, even funded by debt, would secure a good job and a route to prosperity, no longer holds for most of Generation Z, and drew on his own experience of driving for Uber while campaigning for Congress to illustrate the point.

During the debate, comedian Geno Bisconte challenged Frost by pointing to his own rise from Uber driver to congressman as evidence of upward mobility, but Frost countered that his individual success did not reflect the struggles of his generation as a whole, insisting most young Americans are focused on survival rather than "thriving". Another panellist, William, blamed high housing and living costs on population growth driven by mass immigration, a claim Frost rejected, arguing immigrants are a net economic benefit and that stagnant entry-level wages and competition from private equity firms in the property market were the real barriers to homeownership. Policy analysts gave mixed reactions: Judge Glock of the Manhattan Institute agreed housing affordability is at its worst in decades but attributed this to restrictive building regulations and high mortgage rates rather than competition from older generations or investors, while also noting young adults generally have higher net incomes than Baby Boomers did at the same age.