Maher, 66, admitted he "wasn't that into the first couple weeks" of the Canadian protests, and he questioned "why truckers" were the ones protesting when "90 percent of them are vaccinated."
"What's happening this week, it looks like, is people are understanding this is about something more than just the vaccine mandate," he said during his show on Friday.
"It's becoming a big thing. It's happening all over the world now. They think it might happen here in Washington on Super Bowl Sunday." Maher also brought up the "elitist" culture - those who are "staying home in their Lululemon's" and who can withstand "waiting out for a free vacation and money from the government" - and how they do not understand why "those who can't" are angry.
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"They're pissed off - the people who can't," Maher said.
Many more protesters are assumed to show up in Ottawa this weekend, and several convoys from the U.S. are heading toward the Canadian border as the protest enters its 16th day.
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Protests have extended to three border points, including the Ambassador Bridge, North America's busiest land border crossing, where dozens of vehicles had crowded the area since Monday, choking the supply chain for Detroit's carmakers. On Saturday morning, police started to clear out the siege, and protesters were seen beginning to leave.
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When Maher challenged panelists about whether they thought this was something bigger than just vaccine mandates, Woke Inc author Vivek Ramaswamy agreed that this was an "uprising of everyday citizens" and the "unelected class of leaders."
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"These are the unelected class leaders that ultimately, I think, are using the bureaucratic power to supplant the will of every day," Ramaswamy said.
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"Not only Americans but Canadians and Western Europeans too. And that's why we're seeing a fusion of both the left and the right here saying that: 'Actually we want our voices heard. We want to be able to speak without fear of putting food on the dinner table.'"
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"And the beautiful thing about democracy, so far this has been a peaceful set of protests, [and] I hope it stays that way. That's part of the messiest democracy and that's part of what makes it beautiful."
The second panelist, spiritual guru and political activist Marianne Williamson, who fought for the Democratic presidential bid in 2020, also agreed that "democracy is messy," and that's the "price you pay for a free society." The former presidential candidate had a more negative view of protesting.