My Exploration of Difference Between Classical Liberalism and Libertarianism

I realized recently that I had no idea where many people in the Intellectual Dark Web actually stood on key positions. I thought I knew—sort of—but it turns out that most of what I knew was coming from a shoddy skyscraper of misconceptions.

I did a post recently about Renée DiResta being on Joe Rogan’s podcast, and in the comments I learned that she was evidently some sort of shill for…I’m not sure who. I guess for the Democrats? I also learned recently from other readers that Joe Rogan was alt-right.

I was being attacked by alt-right types saying DiResta part of a pro-Clinton conspiracy, which was ridiculous.

Really? Joe Rogan? A conservative? The mediation, cannabis, commedian who’s for gay marriage and pro-choice, and income equality? I then made the mistake of thinking Dave Rubin was conservative as well, since he’s often labeled that by the extreme left. I’m an MMA fan, and I have followed Sam Harris since the very beginning, so Rogan and Harris were already in my awareness and thus I could tell when they were being maligned fairly easily. But when it came time for me to describe people like Rubin, I realized I was committing the same errors as everyone else.

If you’ve not listened to a large body of someone’s work—both in good faith and over a long period of time—you can’t hope to understand them.

Sam is half Jewish.

So I decided this weekend to do the research to figure out what these people believed on all the major issues, and that’s the spreadsheet you see above.

During the research I started noticing some weird stuff about this supposedly hateful IDW group of Harris, Weinstein, Rubin, and Shapiro. Namely, they’re all Jewish, and yet a number of them are often labeled as white supremacists and even neo-Nazis. That completely breaks the stupidmeter.

Ben Shapiro—yes, the conservative one—actually needs private security because of his open criticism of the alt-right. Shapiro has also been in very aggressive debates with Milo Yiannopoulos, who is a vocal proponent of the alt-right, and that public disagreement has become quite ugly.

Then I watched Dave Rubin, who a bunch of my liberal friends told me was this crazy right-wing guy, have Shapiro on to debate the top liberal vs. conservative issues. And Rubin (a gay Jew, by the way), was the one defending the liberal side.

And just yesterday I heard one of the most encouraging and heart-warming discussions I’ve heard in a long time between Joe Rogan and Ben Shapiro, where Rogan (gasp) takes the liberal positions and Ben debates from the conservative side. And in both cases (Rubin and Rogan) the conversation was civil and productive.

Peterson is something of an exception here.

If you look at the chart I made at the top of this piece, you can see that almost everyone is extremely liberal—including people like Rogan.

Their binding factor—which is what brings Shapiro into the mix—is that they’re willing to have good faith conversations with people they disagree with.

And I think that’s glorious. You really should watch the recent podcast with Joe and Ben. It’s an unbelievably refreshing conversation between two people who greatly disagree about fundamental things.

Summary and takeaway

I can’t quite figure Peterson out, so I’m withholding judgment on that one.

With the exception of Ben Shapiro, who is super libertarian and doesn’t want to impose his religious ideas upon you through government—and Jordan Peterson, who seems to constantly send mixed signals to me, the vast majority of people in the IDW are extremely liberal on all of the core issues like abortion, climate change, gay marriage, etc.

They’re not neocons, they’re not alt-right, and they’re not racists. They’re the opposite of that, actually, and the main thing they have in common is the desire to preserve and amplify good-faith conversation.

Rather than bash them due to something you heard from this one place—or that one friend—take the time to actually listen. Most of them are progressive just like you and me. And if you’re not liberal that’s fine too—listening will show you that true discussion is still possible.

Either way, I urge you to join us in resisting the urge to shut down difficult conversation, because that’s precisely what creates the empty stage that empowers the alt-right.


  1. Apr 6, 2019 — I reached out to Sam and updated the sheet to mark him as fully pro on single-payer healthcare. He also suggested adding Wealth Inequality as a topic, which I did.
  2. Apr 6, 2019 — I corrected Eric’s name, where I had Bret initially. Although Bret is also a member as well as far as I can tell.
  3. Apr 7, 2019 — It seems Rubin has/is shifting ever more right, so it’s hard to know how much of his liberal stances remain, if anything. I’ll be updating the chart soon.
  4. Apr 12, 2019 — Updated the chart with political party and some updated positions.
  5. Here is Ben Shapiro heavily criticising the alt-right. Link
  6. For the table at the top I basically spent many hours going to find where each person stood on those key issues. It really needs to be sourced to be most useful, so I’m going to be collecting each source in the Google Spreadsheet I used for collection.
  7. Apr 7, 2019 — People were vandalizing the sheet, so I had to disable edit rights, but if you want to help you can email me here to toss around ideas and get access to the sheet. I’d Like to Help

Become a direct supporter of my content for less than a latte a month ($ 50/year) and get the Unsupervised Learning podcast and newsletter every week instead of just twice a month, plus access to the member portal that includes all member content.

Daniel Miessler

Are you looking for products for hacking, cybersecurity, and penetration testing? Do you need to cleanse your smartphone, PC, or website from viruses and malware? Do you need to track down a person or recover urgent information? Do you need to regain control of an account, email, or password that has been stolen from you? Interested in purchasing pre-configured devices to easily and quickly experiment with hacking techniques? Do you have specific requirements in software or hardware? We can assist you!

Contact us immediately for immediate assistance: provide us with details via email or WhatsApp about the type of support you need, and we will respond you promptly!

Fill out and submit the form below to send us an immediate support request

Write your email address here

Write here how we can help you – we provide immediate support for all your needs!