Trump’s Ultimate Revenge: From Humiliation to Historic Triumph Over the Obama Establishment – Whatfinger News' Choice Clips
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Trump’s Ultimate Revenge: From Humiliation to Historic Triumph Over the Obama Establishment

Article is below this fast clip – The night that changed politics forever….

It was a night etched in political lore, the 2011 White House Correspondents’ Dinner, where then-President Barack Obama took the stage to deliver a barrage of jokes aimed squarely at Donald Trump. Seated in the audience, Trump, then a prominent businessman questioning Obama’s birthplace, endured the mockery in stoic silence. Obama quipped about Trump’s “credentials and breadth of experience,” referencing episodes of “The Celebrity Apprentice” and even superimposing a fake image of the White House as a Trump casino. Comedian Seth Meyers piled on, joking about Trump’s hair resembling a fox.
The room erupted in laughter, but as one viral video montage aptly titled “The Night That Changed Politics Forever” illustrates, this was no mere roast—it was the spark that ignited Trump’s political fire. Conservative commentators have long argued that this public humiliation fueled Trump’s decision to run for president, transforming personal slight into a broader crusade against the elite establishment epitomized by Obama and his allies. According to Fox News coverage from the event, Obama was exercising “revenge” after weeks of Trump’s birtherism attacks, but the tables turned dramatically.

What the elites intended as a takedown became Trump’s origin story. As Breitbart later reflected, this moment marked the beginning of Trump’s relentless pushback against Obama’s radical agenda, setting the stage for a legacy-dismantling presidency.
Trump himself has alluded to the dinner as a pivotal humiliation, vowing never to forget how the Washington insiders laughed at him. This narrative resonates deeply in conservative circles, where it’s seen as the catalyst for Trump’s “revenge” not just on Obama, but on the entire politico class that propped up his divisive policies.Trump’s ascent to the White House in 2016 was the first act of this revenge saga. Defying polls and pundits who dismissed him as a joke—much like they did in 2011—Trump clinched the Republican nomination by steamrolling establishment favorites like Jeb Bush and Marco Rubio, then defeating Hillary Clinton, Obama’s anointed successor.
Upon taking office, Trump wasted no time in targeting Obama’s legacy. He issued executive orders to roll back key Obama-era initiatives, from withdrawing from the Paris Climate Accord to dismantling regulations that conservatives viewed as burdensome overreach. Breitbart highlighted how Trump’s first-term priorities included reversing Obama’s executive actions on borders and Obamacare, promising on day one to “take care of vets” and repeal what he called disastrous policies.
Fox News opinion pieces noted that Trump’s victory allowed him to “undo most of Obama’s most precious accomplishments,” framing it as a direct repudiation of the former president’s agenda.
This wasn’t mere policy adjustment; it was payback. Trump slashed corporate taxes, boosted energy independence by approving pipelines Obama had blocked, and appointed judges who would later overturn precedents tied to liberal activism.
The revenge extended beyond policy to personal and institutional levels. National Review chronicled how Trump’s administration exposed what conservatives saw as Obama’s weaponization of government against opponents, drawing parallels to the IRS scandals under Obama.
Trump publicly criticized Obama for spying on his campaign, amplifying claims of “Obamagate” that resonated with his base. The Blaze emphasized the necessity of such “political revenge,” arguing that Trump had been provoked enough by the establishment’s attacks and deserved to deal with his enemies as they had treated him.
Even as Obama returned to community organizing post-presidency to salvage his tattered legacy, as Breitbart reported, Trump continued to overshadow him, with approval ratings surpassing Obama’s at similar points in their terms.
The interregnum between Trump’s terms only intensified the vendetta. After the contentious 2020 election, which conservatives widely viewed as stolen, Trump faced relentless lawfare from Democrat-led probes, impeachments, and indictments—tactics echoing the resistance Obama quietly encouraged from the sidelines. National Review warned of the dangers in this “lock them up” mentality, but conservatives argued it was the left that started it by targeting Trump as a political enemy.
The Blaze’s Daniel Horowitz called for Trump to crush judicial supremacy in his return, advocating for bold moves to counter the deep state’s holdovers from the Obama era.
Trump’s 2024 comeback was framed as the ultimate rebuke, defeating Kamala Harris—another Obama protégé—in a landslide that conservatives hailed as divine justice.Now, in his second term as of 2025, Trump’s revenge has gone into overdrive. Breitbart reports that Trump’s energy policies, reversing Obama’s green mandates, could add nearly 2 points to GDP by 2035, unleashing American abundance.
In just days after inauguration, as The Blaze detailed, Trump pulled out of harmful global pacts, restored border security by executive order, and ended DEI programs—direct hits at Obama’s progressive priorities.
Fox News highlighted how Trump’s focus on border crackdowns marks a stark contrast to Obama’s lax enforcement, fulfilling promises to undo the immigration surge under subsequent administrations.
National Review noted Biden’s aides fearing Trump’s “revenge” through DOJ reforms, vowing “full accountability” for those who targeted him, including Obama-era holdouts.
This revenge isn’t limited to Obama; it encompasses the broader “politicos” like the Clintons, Bidens, and deep-state bureaucrats. Trump has nominated outsiders to key positions, using recess appointments to bypass Senate obstructionism inherited from Obama’s playbook, as Breitbart explained.

The Blaze captured the chumminess at recent events like Jimmy Carter’s funeral, where lip-readers speculated Trump and Obama exchanged barbs, underscoring lingering tensions.
Conservatives argue this is essential accountability, not vendetta. As Fox News opined, Trump’s actions reject the “politics of revenge” Democrats accused him of while practicing it themselves.
In the end, that 2011 dinner didn’t break Trump—it built him. From a laughingstock to a two-term president topping Obama’s approval ratings, Trump’s journey is a testament to resilience against elite disdain.

As Breitbart’s analysis of his second-term promises to American workers shows, Trump is delivering jobs, security, and prosperity—proving revenge, when channeled through policy, can indeed make America great again. The politicos who mocked him now watch from the sidelines as their legacies crumble. Trump has a chance to be the greatest president in all American history. All he need do now is put someone in charge at the DOJ who is willing to fight for his agenda, as Pam Bondi is proving herself to not be that person, betraying MAGA at every turn. 
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