X Close

The political evolution of Jack Dorsey

After years of diplomatic silence, finally, Jack Dorsey speaks. Credit: Getty

June 7, 2023 - 1:00pm

In late January 2023, Jack Dorsey retweeted a classic: setting up my twttr”. His first tweet, from 2006, and the first ever message on the entire Twitter platform. It can now be read as a sign. After many years of maintaining a diplomatic silence, finally, Dorsey speaks.

The Twitter founder has always been the most airless of techs big dogs. Even Mark Zuckerberg has a kind of character to him, as crystallised in The Social Network: the nerd wrath, the Harvard smarm. But now, after years of punching way below his social importance, Dorsey would like to rebrand as a man with opinions. 

And an interesting set of opinions they seem to be. This week, he endorsed the presidential bid of Robert F. Kennedy Jr, the dynasty’s latest great hope. Junior has been picking up a surprising amount of support among the Democratic Party base, and Dorsey is now actively campaigning on social media for an open primary that could include him.   

Dorsey’s politics, however, are not so easily pinned down. As recently as 2020, for instance, he was giving $10 million to an Ibram X. Kendi-aligned “anti-racism” charity and marching down the streets of Ferguson, Missouri over police brutality. In 2013, he expressed his admiration for the law and order Democrat New York City mayor Mike Bloomberg. Later, he gave small sums to the two renegade candidates in the Democratic primaries: the anti-woke anti-interventionist Tulsi Gabbard, and the innovative libertarian Andrew Yang.                  

Back when he was running Twitter, Dorsey would get it in the neck from both sides, and it clearly weighed heavily on him. All the while, he appears to have been mulling potential solutions. There is now good evidence that he was a strong supporter, if only behind the scenes, of Elon Musks Twitter takeover.

A new platform is needed. It cant be a company. This is why I left,” Dorsey texted Musk, according to a cache of messages that emerged during the latter’s court case over his intended purchase of Twitter.

Dorsey buys into what may well be Musk’s long-term vision, too. Namely, that “censorship” should never exist — that the problem of top-down imposition of value judgements can be done away with by creating networks that can be fitted around individual user preferences (hence the creation of his latest project, Bluesky).

The best, most charitable interpretation of Dorsey might be that he’s quintessentially Generation X. Which, at 46, he is. He dreams of a ’90s alternative world: of the vision of a Left that existed at the time of the Seattle Riots, embodied by Noam Chomsky, or Naomi Klein’s once essential book No Logo. At once suspicious of corporate power and government power; anti-war, committed to social justice, but not to Social Justice. It certainly goes some way to explaining his staunch defence of Edward Snowden.

Just as with Bluesky, Dorsey has used his payments company Block to explore a new kind of world wide web driven by micro-payments through Bitcoin and other cryptocurrencies. While others are fixated on AI singularities, Dorsey seems to be trying to build a kind of “full stack” of products that put the ordinary citizen beyond the power of government overreach. 

So if Dorsey has a political philosophy, it is that the powers that be should not be trusted.” Yet he is quite obviously one of the key powers of our age. That’s the strangeness of him. And one of the reasons it’s worth trying to understand him.


Gavin Haynes is a journalist and former editor-at-large at Vice.

@gavhaynes

Join the discussion


Join like minded readers that support our journalism by becoming a paid subscriber


To join the discussion in the comments, become a paid subscriber.

Join like minded readers that support our journalism, read unlimited articles and enjoy other subscriber-only benefits.

Subscribe
Subscribe
Notify of
guest

12 Comments
Most Voted
Newest Oldest
Inline Feedbacks
View all comments
J Bryant
J Bryant
1 year ago

One of the most interesting articles about the future of the internet I’ve read this year. The possibility that Dorsey is “trying to build a kind of “full stack” of products that put the ordinary citizen beyond the power of government overreach” is both tantalizing and worthy of extreme skepticism. Still, it’s clear the internet is doing at least as much harm as good so maybe there’s a small basis for optimism. I often feel that, so far as the internet goes, we are now inevitably the pawns of big business and big government.

J Bryant
J Bryant
1 year ago

One of the most interesting articles about the future of the internet I’ve read this year. The possibility that Dorsey is “trying to build a kind of “full stack” of products that put the ordinary citizen beyond the power of government overreach” is both tantalizing and worthy of extreme skepticism. Still, it’s clear the internet is doing at least as much harm as good so maybe there’s a small basis for optimism. I often feel that, so far as the internet goes, we are now inevitably the pawns of big business and big government.

Gerald Arcuri
Gerald Arcuri
1 year ago

Beware the expert in one narrow field of endeavor attempting to become persuasive in another. Haven’t we heard enough nonsense from other “lucky” tech entrepreneurs who hit the financial jackpot but who know almost nothing of value about anything else?

Gerald Arcuri
Gerald Arcuri
1 year ago

Beware the expert in one narrow field of endeavor attempting to become persuasive in another. Haven’t we heard enough nonsense from other “lucky” tech entrepreneurs who hit the financial jackpot but who know almost nothing of value about anything else?

Jim Veenbaas
Jim Veenbaas
1 year ago

For a guy who supports free speech, he did very little to push back against the censorship regime at Twitter. Maybe he could have made public some of the directives he was getting from the security apparatus. And he certainly didn’t have to hire a cadre of woke employees, who directed 94% of their political donations to one party. Even if he was a supporter of old school Democrats, and didn’t like the GOP, it doesn’t take a tech mogul to figure out that a business is better off with diversity of opinion.

Simon S
Simon S
1 year ago
Reply to  Jim Veenbaas

I think one has to give space to people evolving. We don’t all stay the same and would learn few lessons if we did.

Simon S
Simon S
1 year ago
Reply to  Jim Veenbaas

I think one has to give space to people evolving. We don’t all stay the same and would learn few lessons if we did.

Jim Veenbaas
Jim Veenbaas
1 year ago

For a guy who supports free speech, he did very little to push back against the censorship regime at Twitter. Maybe he could have made public some of the directives he was getting from the security apparatus. And he certainly didn’t have to hire a cadre of woke employees, who directed 94% of their political donations to one party. Even if he was a supporter of old school Democrats, and didn’t like the GOP, it doesn’t take a tech mogul to figure out that a business is better off with diversity of opinion.

Simon S
Simon S
1 year ago

Notice the side swipe from this journalist of the very DNC Vice – “Junior” (RFK)… being supported by Dorsey “campaigning for an open primary that could include him.” Could?????? RFK is registered officially for the primary. Why the deceit? Paving the way for something?

Dermot O'Sullivan
Dermot O'Sullivan
1 year ago
Reply to  Simon S

Well spotted.

Dermot O'Sullivan
Dermot O'Sullivan
1 year ago
Reply to  Simon S

Well spotted.

Simon S
Simon S
1 year ago

Notice the side swipe from this journalist of the very DNC Vice – “Junior” (RFK)… being supported by Dorsey “campaigning for an open primary that could include him.” Could?????? RFK is registered officially for the primary. Why the deceit? Paving the way for something?

Ben Jones
Ben Jones
1 year ago

Whisper it softly: maybe Gen X were right all along?

Gerald Arcuri
Gerald Arcuri
1 year ago
Reply to  Ben Jones

About what, exactly?

Alan B
Alan B
1 year ago
Reply to  Gerald Arcuri

Whatever

Alan B
Alan B
1 year ago
Reply to  Gerald Arcuri

Whatever

Gerald Arcuri
Gerald Arcuri
1 year ago
Reply to  Ben Jones

About what, exactly?

Ben Jones
Ben Jones
1 year ago

Whisper it softly: maybe Gen X were right all along?

S Smith
S Smith
1 year ago

Among many of the annoying things about today’s political environment is the dismay of journalists when they can’t pigeonhole someone politically. If you were someone who was at one time loosely “on the left” as Dorsey obviously was/is, there is nothing quite so bizarre as the unhinged world that most of the “left” now exists in.
RFK Jr. is sort of like this new hope for many of us–a consolidation of many of the things we once held dear about liberalism, but which has now completely vanished from anything resembling the new “woke” leftism, which in some ways resembles the anti-human and militaristic progressivism of the turn of the last century, where eugenics was promoted in tandem with weird amalgams of anti-capitalist fervor.
More than anything, though; heterodox political views should be applauded as they almost always represent someone who is a critical thinker.

Last edited 1 year ago by S Smith
S Smith
S Smith
1 year ago

Among many of the annoying things about today’s political environment is the dismay of journalists when they can’t pigeonhole someone politically. If you were someone who was at one time loosely “on the left” as Dorsey obviously was/is, there is nothing quite so bizarre as the unhinged world that most of the “left” now exists in.
RFK Jr. is sort of like this new hope for many of us–a consolidation of many of the things we once held dear about liberalism, but which has now completely vanished from anything resembling the new “woke” leftism, which in some ways resembles the anti-human and militaristic progressivism of the turn of the last century, where eugenics was promoted in tandem with weird amalgams of anti-capitalist fervor.
More than anything, though; heterodox political views should be applauded as they almost always represent someone who is a critical thinker.

Last edited 1 year ago by S Smith
Paul T
Paul T
1 year ago

Jack Dorsey is lost and flailing.

Paul T
Paul T
1 year ago

Jack Dorsey is lost and flailing.

Justin Clark
Justin Clark
1 year ago

I like Jack.