#91 β Jack Dorsey: Square, Cryptocurrency, and Artificial Intelligence
Jack Dorsey is the co-founder and CEO of Twitter and the founder and CEO of Square. Support this podcast by signing up withΒ ...
Co-Founder, Block Head & Chairman, Square
Search every verified Jack Dorsey interview, podcast appearance, and on-the-record quote β each transcript cross-checked by AI and human review to confirm speaker identity. Jack Dorsey, co-founder and CEO of Twitter and founder and CEO of Square, appeared on the Artificial Intelligence podcast in April 2020, where the conversation focused on Square, cryptocurrency, and artificial intelligence. During the interview, Dorsey discussed Square's challenges in expanding internationally, stating that the company's biggest problem is that it "cannot act like an Internet company" because opening a new market requires partnerships with local banks and navigating different regulatory environments. He described Bitcoin as a potential solution, saying a digital currency like Bitcoin could allow Square to "launch a product in every single market around the world, because they're all using the same currency." Dorsey also praised Bitcoin's decentralized nature, noting that "there's no one person setting the direction" and "no one person on the other side that can stop it." He called the Bitcoin white paper "one of the most seminal works of computer science in the last 20, 30 years" and described it as "poetry." The podcast host noted that Dorsey had moved $1 billion of Square equity, representing 28% of his wealth, to fund COVID-19 relief efforts, with donations posted transparently to a single Google Doc.
“Our biggest problem as a company right now is we cannot act like an Internet company. Open a new market, we have to have a partnership with a local bank. We have to pay attention to different regulatory onboarding environments. And a digital currency like Bitcoin takes a bunch of that away, where we can potentially lau...”
“I think the most beautiful thing about it is there's no one person setting the direction. And there's no one person on the other side that can stop it. So, we have something that is pretty organic in nature and very principled in its original design. And I think the Bitcoin white paper is one of the most seminal works...”
“Bitcoin represents an open protocol for money transfers. It represents routing around the gatekeepers, specifically Visa, Mastercard, the banks, local banks, the various reserves around the world.”
“The founder and the creator worked away. And I think it's an extremely selfless act, but also one that speaks to the power of this project and the future of it. And the fact that this person learned from God today, it'd be incredible. the project goes on without whoever wherever it is. Uh and they built something that...”
“I think it's always important to remember why we're here in the Christmas and why this technology was even created is to help folks like this who are doing things that um they have to sacrifice everything. put everything on the line uh just to carry a message secret something important that everyone in the world needs...”
“So, um, for it to work out, I think would be amazing. I think it's just a very interesting and creative way to get it filled out and it's a way to start with this fun but it might be something that we see more of in the future and to do with technologies technologies such as Bitcoin and on Oscar you know open protocol...”
“We can take all of those artifacts and put an intelligence on top of it, build a model around it, and actually have a conversation with the company about how the company is doing it. You get to a point where you can build these world models for a company β treat the company as a mini AGI.”
“Money is the most honest signal in the world; when a transaction occurs that's something that really tells the truth about your life or your business. Based on that we can prompt customers to protect their cash flow so they 'never go to zero' and can begin saving and building wealth.”
“My main focus is on Block. We have all these different ecosystems in Square for sellers and Cash App for customers, and my mission right now is to bring them together β our number one principle is to give time back to people, and that's where automation fits in.”
“On Bitcoin, it's all about giving time back because we have many gatekeepers in this industry and we need an open protocol for money that everyone can participate on and equal footing.”
“Automation and AI can create a virtual COO or manager for a seller that proactively prompts them for things they can do, without having to go to a chat box, because we have a rich understanding of our sellers from every item on their menu to their employees and sales trends.”
“Voice is super exciting because natural language is one of the best interfaces β it feels human, and it can be dominant both for speaking and for listening while pairing well with generated graphical interfaces.”
“I'm fascinated by an aspect of Bitcoin that's transferred into the social realm: you hold your own keys as an individual and you digitally sign with a cryptographic key all of your content so you can prove it's yours β systems where authentication is owned by individuals, not a central party.”
“If I had to pick one for the future, it would be open protocols β they let individuals own their data and keys; when you have an open protocol for money you have an alternative to the advertising-based model and the exchange of value becomes much clearer.”
“The number one skill to build is observation β turn off the flood of other people's opinions, observe the world, and combine that with prioritization and the agency to build and experiment.”
Jack Dorsey is the co-founder and CEO of Twitter and the founder and CEO of Square. Support this podcast by signing up withΒ ...
βWhat's the Price of Freedom? Ask The Six Billion Dollar Manβ Money, media, militarism. As centralized as ever. And getting worse. The Six Billion Dollar Man is the untold story of the U.S. governmentβs war on Julian Assange. It won Cannes and a first-ever Golden Globe for Documentary. Yet β no surprise β legacy media wonβt touch it. Join Jack Dorsey and filmmaker Eugene Jarecki to learn about the groundbreaking new way theyβre getting the film out to Bitcoiners only, exclusively at thesixbilliondollarman.com.
Jack Dorsey (Block CEO) and Roelof Botha (Sequoia partner and Block board member) join to discuss a bold claim they wrote about recently: the traditional corporate hierarchy isn't just inefficient β it's obsolete. Jack made one of the toughest calls in recent business history: cutting 40% of his workforce and rebuilding the company from the ground up around what he calls an AI "intelligence layer." We get into how that conversation went down, the math they used to land on a number, and why Jack is convinced that acting from a position of strength beats reacting from one of weakness. Jack breaβ¦
Jack Dorsey swung by Presidio Bitcoin for an off-the-record AMA. PBJ unpacks two takeaways: the βis Bitcoin necessary post-AGI?β question and why Bitcoin-as-everyday-payments has slipped behind the store-of-value narrative (and stablecoins). Timestamps: [00:00:00] Jackβs off-the-record AMA [00:00:27] AI and AGI: is Bitcoin still necessary post-AGI [00:01:29] AI timeframes & scaling [00:04:07] Money in an abundant world: scarcity, incentives, and the bear case [00:07:24] Bitcoin payments falling behind, store of value dominance and stablecoins [00:16:40] Call to action π§ From the PBJ podcasβ¦
I wish I grew up in my career at this time because the cost of getting to something that you can feel is almost zero right now.β JackΒ ...
Jack Dorsey keynote at the Block Investor Day.
During Block Investor Day on November 19, 2025, Jeff Cantwell of Seaport Research Partners asked Jack Dorsey if he wasΒ ...
Startups don't fail because the idea is bad β they fail because the team can't see what's really happening. When decisions areΒ ...
What started as a keynote turned into a dynamic, interactive conversation. Jack Dorsey, Block chairman, and co-founder, engagesΒ ...
Sign in to search the full transcript archive, filter by topic, and access every quote from Jack Dorsey.
The summary and quote tags on this profile are produced with AI assistance from verified, first-person interview transcripts, then checked by our team to confirm the speaker's identity and the accuracy of every quote. See how we verify →