Ben Shapiro vs Alexandria Ocasio Cortez

We shudder to create this page on the relationship between conservative columnist Ben Shapiro and upstart politician Alexandria Ocasio Cortez, but both figures are likely going to stay relevant for quite some time and this…this is just too fun. Let’s get to it.

After leveraging her vast social media footprint, Alexandria Ocasio Cortez became the darling of the left on the back of her populist message. In the featured article for a March 2019 issue of Time (which featured AOC on the cover) journalist Charlotte Alter wrote:

The woman everyone calls AOC is as much a villain to the right as she is a hero to the left. She’s replaced Hillary Clinton as the preferred punching bag of Fox News pundits and Republican lawmakers, and the hits are taking their toll. Public opinion of Ocasio-Cortez has soured as she becomes better known; according to a Gallup poll conducted in February, 31% of Americans overall have a favorable impression of her, against 41% unfavorable—a 15-point swing since September.

The quote pretty much sums up much of the national discussion in the post 2020 election fallout. With Hillary all but out of the countries collective consciousness conservative pundits, perhaps most notably Ben Shapiro, we’re able to turn their attention to Ocasio-Cortez full time.

As a brief aside, it’s awfully hard not to see the similarities between Ben Shapiro and AOC. Despite some obvious, fundamental disagreements in political platforms, the two share some obvious similarities. When AOC assumed office at the age of 29, she became the youngest woman ever to win a seat in the United States Congress. Ben, meanwhile, has a well documented history of the success from a young age.

Ben Shapiro’s Debate Challenge To A.O.C.

As a democratic socialist, Ocasio-Cortez makes for the politician that a Ben Shapiro loves to hate. We’ll jump into the action with this video that Ben tweeted offering $10,000 donated to her campaign or a nonprofit of her choice: 

From here, things mostly went off the rails with AOC first ignoring the challenge for quite a period of time only to ultimately send up the following tweet.

This ignited a firestorm, mostly on the right, over whether she is obligated to debate him. As we spoke about in the Sam Harris vs Eckhart Tolle article, there’s a serious question to be had over platforming, free speech, and obligations. Obviously no person is mandated or required to have a debate (or even a conversation) with any other person. The heart of the question is whether said person “ought” to debate the other person.

Now this example, A.O.C. vs Shapiro, certainly has some unique elements to it. For one, Ben is not a politician (well, not yet anyway) but merely a conservative commentator. A well known one for sure, but not an elected representative. That is to say that it’s not as though Ben were her opponent in an upcoming election and she was dodging a debate over the issues she plans to govern on. Simultaneously, it’s not as though she shouldn’t have confidence in her position and there’s reasons to think that, if she were to win the debate, she could do an inordinate amount of help for her mission and her party.

Alas we close this discussion with an analogy to Game of Thrones. As fans will remember, the world’s greatest swordsman in the fictional universe named Jamie Lannister (referred to as the king slayer) has been captured by the armies of the North. Seeking a way to find his freedom from custody, he publicly challenges Robb Stark (who was leading the army of the North at the time) to a duel in front of his own men. Robb Stark responded in the way that A.O.C perhaps should have: “If we did it your way king-slayer, then you’d win. We’re not doing it your way.”

One must accept that one can have the better ideas (which we’re not admitting A.O.C. possesses) and still lose a debate. At this early stage in both their careers, Shapiro is clearly the better debater. While it would be a tough pill to swallow for Ocasio-Cortez and her followers, avoiding a debate with Shapiro may well be the best course of action for

Now with all of that said, should Ben Shapiro ever actually debate Alexandria Ocasio Cortez, trust us, we will be here to review it.

As always, should we become aware that Ben has changed his opinion or should new evidence be submitted that we have either misconstrued his opinion or failed to include important statements from him, we will 1) make the correction, 2) note the correction here, 3) issue a mea culpa that attempts to explain and improve on how we missed this. 

Ben Shapiro on Abortion

For Ben Shapiro, abortion has long been in his crosshairs as a major position of his as a political commentator. A stern opponent of   However, Shapiro’s position is not without nuance.

Sam Harris on Eckhart Tolle

Though the two have never sparred in person, they haven’t be shy about offering an opinion on each other’s work. 

Ben Shapiro on Gay Marriage

Ben Shapiro’s views on Gay Marriage have been fairly consistent in that he opposes the legalization of gay marriage within the larger, libertarian position, that the Government should “not be in the marriage business” at all.


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