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Episodes from 21 in 21
21 in 21: Calle on Cashu, Clawi, and AI Agents
On this episode of 21 in 21, Calle discusses his work on Cashu, Bitchat, and Clawi. He explores how AI agents could use bitcoin-native payments and why privacy-preserving infrastructure matters in an increasingly agentic internet. Calle also reflects on his journey down the bitcoin rabbit hole, from early work on Lightning infrastructure to building eCash systems, and shares his perspective on the evolution of AI agents. https://x.com/callebtc https://clawi.ai/ https://bitchat.free/ https://cashu.space/
21 in 21: Linn Bieske on Hack-Nation and Building Global AI Communities
Linn Bieske, Co-Lead of the AI & Technology Track at the MIT Club of Northern California (CNC), AI Product Manager, and Co-Founder of Hack-Nation, joins Haley Berkoe on 21 in 21. They discuss the upcoming Hack-Nation event on April 25 and Spiral’s sponsored challenge exploring what becomes possible when AI agents can earn using the Lightning Network. Linn also shares her perspective on what motivates today’s AI builders, how to design experiences that lead to something more lasting than a 24-hour sprint, and why community and collaboration matter so much. Apply by April 19 to join the upcoming hackathon, or foll...
21 in 21: Rainey Reitman on Transaction Denied and Financial Censorship
Rainey Reitman joins 21 in 21 for a conversation on financial censorship, free speech, and her new book, Transaction Denied: Big Finance’s Power to Punish Speech. Rainey co-founded Freedom of the Press Foundation and serves on the board as president. She also spent 11 years at the Electronic Frontier Foundation, first as Activism Director and later as Chief Program Officer. Drawing on years of work in civil liberties advocacy, Rainey explains how lawful speech can still lead to frozen accounts, denied payments, and exclusion from the financial system. She also shares how these issues connect to journalism, whistleblowers, privacy, an...
21 in 21: Michael Saylor on Bitcoin, AI, and Advice for Builders
Michael Saylor joined Haley Berkoe on 21 in 21 for a rapid-fire conversation on bitcoin, AI, and what’s coming next. He shares what’s top of mind for 2026, why he sees this year as a major turning point, and how he thinks bitcoin could evolve as digital capital beneath new layers of credit and currency. Then, Saylor gets into how AI will radically transform civilization, and how that shift could make bitcoin even more important in a world where autonomous agents need to transact constantly with digital capital. He points to Strategy’s use of AI in creating digita...
21 in 21: Andi Pitt on Bitcoin Venture, AI, and Cognitive Sovereignty
Andi Pitt of Ego Death Capital joined me on 21 in 21 to talk about the rise of new startups in the bitcoin ecosystem, how the funding landscape has changed, and the growing intersection of bitcoin and AI. She also shares what she looks for in founders and offers advice for launching a startup. Beyond venture, Andi discusses her recent research into mind control and cognitive sovereignty. Note: We recorded this while Andi was in town last November for the HRF AI for Individual Rights Summit. https://x.com/1andipitt https://egodeath.capital/ ...
21 in 21: Mark Suman on Privacy-First AI
Mark Suman, co-founder and CEO of Maple AI, a privacy-first AI chat platform known as “the Signal of AI,” joins Haley Berkoe on 21 in 21. Mark explains how Maple AI uses secure enclaves to deliver a ChatGPT-like experience while getting as close to local-AI privacy as possible, without requiring users to run models on their own machine. He also covers why verifiability is essential for trust, the importance of thought privacy, the shared ethos between Bitcoin and AI, and why AI in schools deserves more scrutiny. Maple AI: https://trymaple.ai/, https://x.com/TryMapleAI Mark Suma...
21 in 21: David Gumberg on the Chaincode ₿OSS Challenge and Becoming a Bitcoin Core Contributor
Haley Berkoe sits down with David Gumberg, a Bitcoin Core contributor at Localhost, a bitcoin-focused research center in the Bay Area. David shares how he got into bitcoin, what pushed him from curiosity to contribution, and how completing the Chaincode ₿OSS Challenge in 2024 helped him make the leap to contributing to Bitcoin Core full time. They also dig into what he’s focused on now in Core: Compact Block Relay, block propagation times, and why improving network latency can make mining more fair for smaller miners. bosschallenge.xyz (applications due Dec 31) github.com/davi...
21 in 21: Rod Roudi
In this episode of 21 in 21, Haley sits down with Rod Roudi, co-founder of Bitcoin Park in Nashville and Austin. Rod breaks down how Bitcoin Park began, why in-person energy fuels strong communities, and how Nashville grew into a hub for bitcoiners, policymakers, founders, developers, and bitcoin-curious locals. He also shares what he’s learned about bitcoin payments from the business side, why reducing merchant friction is essential, and what he’s looking forward to in 2026. Episode Chapters 00:00 Welcome Rod 01:44 Bitcoin Park Description 03:39 Origin Story 07:08 Engaging Policymakers and Local Community <...
21 in 21: Joe Carlo on How Bitcoin Changed Pink Owl Coffee Forever
Haley Berkoe sits down with Joe Carlo, co-owner of Pink Owl Coffee, a café that began in San Rafael, California, and has since expanded to three locations across the Bay Area. Pink Owl is one of the earliest Square merchants to integrate bitcoin into its business model. For several years, Joe and his partner Saandra have been converting a percentage of sales into bitcoin as part of their long-term savings strategy, and they recently joined Square’s beta program to begin accepting bitcoin payments directly, ahead of the public launch on November 10th. Joe shares how he fir...
21 in 21: Kyle Olney
Kyle Olney joins Haley Berkoe to talk about defending bitcoin’s foundational freedoms. A longtime Silicon Valley product leader turned bitcoin advocate, Kyle helped launch Save Our Wallets, a coalition fighting for Section 109 of the Clarity Act, and the Satoshi Needs You campaign, a national call to action to protect open-source developers and the right to self-custody. Kyle shares his journey from seizing banks for the U.S. government during the 2008 financial crisis to championing bitcoin’s political and legislative future. He explains the legislative nuances of the Clarity Act, how the wrong version of this bill coul...
21 in 21: Nick Slaney
In this episode of 21 in 21, Nick Slaney joins Haley Berkoe during Presidio Bitcoin Design Week. Nick is the founder of Money Dev Kit, a new startup building tools that make it easy for developers to add bitcoin and Lightning payments to their applications. Previously, he was at Block, where he helped build Bitkey and c=, whose LDK node became one of the Lightning Network’s largest and most active. He shares why he’s betting on bitcoin over stablecoins, how Lightning service providers (LSPs) improve Lightning usability, and what gives him hope for bitcoin’s future. FOLLOW: ...
21 in 21: Erik Cativo
During Bitcoin Design Week at Presidio Bitcoin, product designer and HRF grantee Erik Cativo joined the show to talk about designing the future of money. We get into his experiments with ecash and bitchat, the magic of bump-to-pay interactions, and how thoughtful UX can make bitcoin feel intuitive, private, and fun. Erik also shares lessons from living in a nearly cashless society, ideas for building “throw-cash” experiences inside apps like Cash App, and why anyone can help design better bitcoin products simply by giving feedback. FOLLOW: Erik Cativo: https://x.com/uxerik_, https://www...