The a16z Show
Microsoft's Deputy CISO on Securing AI Agents
a16z's Joel De La Garza is joined by Aaron Zollman, Deputy CISO at Microsoft Gaming, to discuss how security teams can embrace AI agents without losing control. Aaron shares Microsoft's experience with OpenClaw, from the initial instinct to ban it to figuring out how to make it safe to use. They unpack what agents mean for identity, permissions, containerization, and monitoring, as well as how AI is shifting the CISO's role from saying "no" to safely enabling new technology. They also explore whether AI could help defenders patch vulnerabilities as quickly as they're discovered, and why new AI threats don't make the old security problems go away. Stay Updated: Find a16z on YouTube: YouTube Find a16z on X Find a16z on LinkedIn Listen to the a16z Show on Spotify Listen to the a16z Show on Apple Podcasts Follow our host: https://twitter.com/eriktorenberg Please note that the content here is for informational purposes only; should NOT be taken as legal, business, tax, or investment advice or be used to evaluate any investment or security; and is not directed at any investors or potential investors in any a16z fund. a16z and its affiliates may maintain investments in the companies discussed. For more details please see a16z.com/disclosures. Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.
How Global Networks Are Reshaping Startup Success
Elena Burger is joined by a16z’s Angela Strange and Gabriel Vasquez to discuss the rise of the "borderless founder": entrepreneurs who bring the networks and insights of their home markets together with the talent, capital, and speed of Silicon Valley to build global companies. Angela and Gabriel trace how a16z's international investing efforts grew from early work in Latin America into a broader global network, and why AI has accelerated the flow of founders and talent between Silicon Valley and startup ecosystems around the world. They explore the advantages borderless founders can bring, from differentiated talent networks and early customers to strong local brands and communities that help open doors across markets. They also discuss how founder diasporas can function like powerful alumni networks, why spending time in Silicon Valley can help founders recalibrate around speed and ambition, and how the next generation of global companies may increasingly be built across multiple countries from day one. Resources: Read Angela Strange and Gabriel Vasquez's piece on Borderless Founders: https://www.a16z.news/p/rise-of-the-borderless-founder Follow Angela Strange on X: https://x.com/astrange Follow Gabriel Vasquez on X: https://x.com/GEVS94 Follow Elena Burger on X: https://x.com/VirtualElena Stay Updated: Find a16z on YouTube: YouTube Find a16z on X Find a16z on LinkedIn Listen to the a16z Show on Spotify Listen to the a16z Show on Apple Podcasts Follow our host: https://twitter.com/eriktorenberg Please note that the content here is for informational purposes only; should NOT be taken as legal, business, tax, or investment advice or be used to evaluate any investment or security; and is not directed at any investors or potential investors in any a16z fund. a16z and its affiliates may maintain investments in the companies discussed. For more details please see a16z.com/disclosures. Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.
How Whatnot Built a Global Marketplace
a16z General Partner David George is joined by Grant LaFontaine, co-founder of Whatnot, to unpack how a marketplace that started with collectibles evolved into one of the world's leading live shopping platforms. Grant traces the company's origins from selling Pokémon cards online as a kid to discovering live commerce by watching Whatnot's earliest customers hack together sales on social media. They discuss why Whatnot thinks less like a traditional e-commerce marketplace and more like a digital shopping mall, where discovery, entertainment, community, and commerce all happen at once. Today, users spend roughly 95 minutes a day on the platform, and most aren't even buying something on a given day. They also explore how Whatnot is enabling small businesses to reach global audiences, expanding from collectibles into categories like fashion, food, and golf, and using AI to make sellers more efficient without replacing the human connection at the center of the experience. Resources: Follow Grant LaFontaine on X: https://x.com/GrantLaFontaine Follow David George on X: https://x.com/DavidGeorge83 Follow Whatnot on X: https://x.com/whatnot Stay Updated: Find a16z on YouTube: YouTube Find a16z on X Find a16z on LinkedIn Listen to the a16z Show on Spotify Listen to the a16z Show on Apple Podcasts Follow our host: https://twitter.com/eriktorenberg Please note that the content here is for informational purposes only; should NOT be taken as legal, business, tax, or investment advice or be used to evaluate any investment or security; and is not directed at any investors or potential investors in any a16z fund. a16z and its affiliates may maintain investments in the companies discussed. For more details please see a16z.com/disclosures. Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.
How Do You Defend Against AI That Can Hack?
a16z's Joel De La Garza is joined by Nick Warner of Neo and Max Pollard of Cotool to discuss what happens when cybersecurity tools built to defend against humans and malware suddenly have to contend with AI agents. As frontier models become more capable of finding and exploiting vulnerabilities, many of the assumptions underlying traditional security are beginning to break. They explore why guardrails designed to stop AI-powered attackers can also prevent security teams from doing their jobs, why defenders increasingly need access to multiple models, and how agentic software creates an entirely new endpoint security problem. They also discuss why static signatures and even newer techniques like honeypots are struggling in a world where software can reason and act autonomously. Recorded around Black Hat, the conversation looks at how security teams are adapting in real time and why the same AI capabilities creating new attack surfaces could ultimately give defenders their biggest advantage yet. Resources: Follow Nick on LinkedIn: https://www.linkedin.com/in/nicholaswarner/ Follow Max on LinkedIn: https://www.linkedin.com/in/mmpollard/ Follow Joel De La Garza on LinkedIn: https://www.linkedin.com/in/3448827723723234/ Stay Updated: Find a16z on YouTube: YouTube Find a16z on X Find a16z on LinkedIn Listen to the a16z Show on Spotify Listen to the a16z Show on Apple Podcasts Follow our host: https://twitter.com/eriktorenberg Please note that the content here is for informational purposes only; should NOT be taken as legal, business, tax, or investment advice or be used to evaluate any investment or security; and is not directed at any investors or potential investors in any a16z fund. a16z and its affiliates may maintain investments in the companies discussed. For more details please see a16z.com/disclosures. Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.
Stripe’s AI Strategy: Build More, Not Less
a16z General Partner David George is joined by Will Gaybrick, President of Product & Business at Stripe, to discuss how AI is changing the way Stripe builds products, organizes teams, and thinks about the future of internet commerce. Stripe has evolved from a payments company into a multi-product financial infrastructure platform, while a new generation of AI companies is growing and monetizing faster than previous software cohorts. Will explains why Stripe sees AI productivity as an opportunity to build more rather than simply cut costs, including how its internal coding agents now generate thousands of pull requests each week. They discuss creating founder-like agency inside large companies, building smaller and flatter teams, and why Stripe believes dramatically more software will be created as the cost of building continues to fall. They also look ahead to agentic commerce, why checkout pages could disappear, the potential return of micropayments, stablecoins as infrastructure for a global economy, and a future where AI agents increasingly buy software and services from other machines. Resources: Follow Will Gaybrick on LinkedIn: https://www.linkedin.com/in/william-gaybrick-5730347/ Follow Will on X: https://x.com/gaybrick Follow David George on X: https://x.com/DavidGeorge83 Follow Stripe on X: https://x.com/stripe Stay Updated: Find a16z on YouTube: YouTube Find a16z on X Find a16z on LinkedIn Listen to the a16z Show on Spotify Listen to the a16z Show on Apple Podcasts Follow our host: https://twitter.com/eriktorenberg Please note that the content here is for informational purposes only; should NOT be taken as legal, business, tax, or investment advice or be used to evaluate any investment or security; and is not directed at any investors or potential investors in any a16z fund. a16z and its affiliates may maintain investments in the companies discussed. For more details please see a16z.com/disclosures. Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.
Ben Horowitz and Travis Kalanick on Building Again
Ben Horowitz, Travis Kalanick, and Erik Torenberg take the stage at Atoms' launch event for a candid fireside conversation about entrepreneurship, company building, and why Kalanick believes the next industrial revolution will be powered by AI. They revisit pivotal moments from Uber's history, including the decision not to acquire Lyft, lessons from scaling one of the world's fastest-growing companies, and how Kalanick has evolved as a founder. The conversation also explores Atoms' vision for industrial AI, why software is moving into the physical world, what it takes to build enduring company cultures, and why Kalanick believes the biggest opportunities of the next decade lie in transforming industries like food production, mining, and manufacturing. Resources: Follow Travis Kalanick on X: https://x.com/travisk Follow Ben Horowitz on X: https://x.com/bhorowitz Stay Updated: Find a16z on YouTube: YouTube Find a16z on X Find a16z on LinkedIn Listen to the a16z Show on Spotify Listen to the a16z Show on Apple Podcasts Follow our host: https://twitter.com/eriktorenberg Please note that the content here is for informational purposes only; should NOT be taken as legal, business, tax, or investment advice or be used to evaluate any investment or security; and is not directed at any investors or potential investors in any a16z fund. a16z and its affiliates may maintain investments in the companies discussed. For more details please see a16z.com/disclosures. Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.
The Two Ways to Sell AI: Lighthouse or Landgrab?
Elena Burger is joined by a16z's Andy McCall and Joe Schmidt to break down two very different ways AI startups can go to market: the lighthouse and the landgrab. Should founders win a handful of marquee customers whose credibility unlocks an entire industry, or move quickly across a broad market where the ROI already speaks for itself? Drawing on Joe's Lighthouse or Landgrab framework and Andy's experience building sales organizations at Samsara and Meraki, they explore how founders can determine which strategy fits their market, when social proof matters more than math, and why the current rush to adopt AI has created a rare window for startups to sell big software again. They also get tactical on POCs, pricing and ACV, hiring early sales teams, moving from mid-market to enterprise, and why founders shouldn't spend too much time perfecting their GTM strategy before talking to customers. As Andy puts it: spend 1% of your time on strategy and 99% executing. Resources: Read Joe Schmidt's "Lighthouse or Landgrab": https://a16z.com/lighthouse-or-landgrab-how-to-pick-your-ai-sales-strategy/ Follow Andy McCall on LinkedIn: https://www.linkedin.com/in/amccall/ Follow Joe Schmidt on X: https://x.com/joeschmidtiv Follow Elena Burger on X: https://x.com/VirtualElena Stay Updated: Find a16z on YouTube: YouTube Find a16z on X Find a16z on LinkedIn Listen to the a16z Show on Spotify Listen to the a16z Show on Apple Podcasts Follow our host: https://twitter.com/eriktorenberg Please note that the content here is for informational purposes only; should NOT be taken as legal, business, tax, or investment advice or be used to evaluate any investment or security; and is not directed at any investors or potential investors in any a16z fund. a16z and its affiliates may maintain investments in the companies discussed. For more details please see a16z.com/disclosures. Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.
Garry Tan on Taste, Agents and Founder Ambition
Anish Acharya is joined by Garry Tan, President and CEO of Y Combinator, for a conversation about how AI is rewriting the startup playbook, why founders should be more ambitious than ever, and what two decades of Silicon Valley booms, busts, and missed opportunities have taught Garry about building what's next. Garry reflects on turning down an early opportunity to join Palantir, why chasing what's "hot" is often the wrong strategy, and why the best ideas tend to begin with people pursuing strange, earnest obsessions outside the mainstream. They also explore how AI changes the economics of company building, why traditional SaaS may be losing its advantage, and how tiny teams equipped with hundreds of agents can build businesses at a scale that once required entire organizations. The conversation goes deeper into agentic companies, taste and agency, why "a markdown file is an employee," and how AI could remove layers of bureaucracy that have historically limited organizations. Garry and Anish also discuss the future of consumer AI, the coming "harness wars," why AI adoption may take longer than Silicon Valley expects, and what the next generation of founders can build with intelligence that was unimaginable just a few years ago. Resources: Follow Garry Tan on X: https://x.com/garrytan Follow Anish Acharya on X: https://x.com/illscience Follow Y Combinator on X: https://x.com/ycombinator Stay Updated: Find a16z on YouTube: YouTube Find a16z on X Find a16z on LinkedIn Listen to the a16z Show on Spotify Listen to the a16z Show on Apple Podcasts Follow our host: https://twitter.com/eriktorenberg Please note that the content here is for informational purposes only; should NOT be taken as legal, business, tax, or investment advice or be used to evaluate any investment or security; and is not directed at any investors or potential investors in any a16z fund. a16z and its affiliates may maintain investments in the companies discussed. For more details please see a16z.com/disclosures. Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.
The CISO Playbook for AI Agents | Datadog
a16z's Joel De La Garza is joined by Emilio Escobar, Chief Information Security Officer at Datadog, to discuss what it takes to secure a company where nearly every employee is using AI and more than 4,000 engineers are working with coding agents. Rather than trying to block new tools, Emilio explains why Datadog chose to embrace AI early and build the security infrastructure needed to use it safely. They unpack how AI changes traditional assumptions around data permissions, credentials, developer access, and software supply chains. Emilio shares how Datadog uses role-based MCP servers and ephemeral credentials, as well as an AI "judge" built by his security team to evaluate the intent behind code and agent skills before they enter the environment. They also discuss why security teams can't afford to wait for commercial solutions to every new AI threat, how the relationship between developers and security teams needs to change, and why Emilio is less concerned about an AI "escaping" than he is about the sheer volume of vulnerabilities AI could uncover. Resources: Follow Emilio Escobar on LinkedIn: linkedin.com/in/emilioesc Follow Joel De La Garza on LinkedIn: https://www.linkedin.com/in/3448827723723234/ Follow Datadog on X: https://x.com/datadoghq Stay Updated: Find a16z on YouTube: YouTube Find a16z on X Find a16z on LinkedIn Listen to the a16z Show on Spotify Listen to the a16z Show on Apple Podcasts Follow our host: https://twitter.com/eriktorenberg Please note that the content here is for informational purposes only; should NOT be taken as legal, business, tax, or investment advice or be used to evaluate any investment or security; and is not directed at any investors or potential investors in any a16z fund. a16z and its affiliates may maintain investments in the companies discussed. For more details please see a16z.com/disclosures. Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.
The Self-Improving Company | Kavak's AI Playbook
Angela Strange and Gabriel Vasquez are joined by Alejandro Maza Ayala, Chief Product & AI Officer at Kavak, to unpack how the Latin American used-car marketplace rebuilt itself around AI agents, with 96% of customer interactions and 95% of transactions now handled by agents. Alejandro explains why Kavak decided that simply giving employees AI tools wasn't enough, and instead redesigned the company's systems, teams, and customer experience around agents. They discuss why Kavak spends as much engineering effort on evals as it does building agents, how its AI sellers outperform its human teams, and an experiment where an AI "CEO" increased profits in one city by 50% in its first month. The conversation also explores what happens to organizational structure when agents do most of the work, why Kavak trains everyone from executives to mechanics to build with AI, and Alejandro's argument that companies looking for incremental AI adoption may be missing the larger opportunity: redesigning the organization itself. Resources: Follow Alejandro Maza Ayala on X: https://x.com/alehandromz Follow Angela Strange on X: https://x.com/astrange Follow Gabriel Vasquez on X: https://x.com/GEVS94 Stay Updated: Find a16z on YouTube: YouTube Find a16z on X Find a16z on LinkedIn Listen to the a16z Show on Spotify Listen to the a16z Show on Apple Podcasts Follow our host: https://twitter.com/eriktorenberg Please note that the content here is for informational purposes only; should NOT be taken as legal, business, tax, or investment advice or be used to evaluate any investment or security; and is not directed at any investors or potential investors in any a16z fund. a16z and its affiliates may maintain investments in the companies discussed. For more details please see a16z.com/disclosures. Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.
The Reality of AI-Powered Cyberattacks | Truffle Security & Socket
Joel De La Garza is joined by Dylan Ayrey, co-founder and CEO of Truffle Security, and Feross Aboukhadijeh, founder and CEO of Socket, to discuss one of the biggest shifts happening in cybersecurity: AI models are no longer just finding vulnerabilities—they're exploiting them. As frontier models become increasingly capable of hacking, software security, supply chain attacks, and cyber defense are entering a fundamentally new era. The conversation explores AI-powered hacking, software supply chain attacks, leaked credentials, zero-day vulnerabilities, package manager security, and why the path of least resistance for increasingly autonomous AI systems may also be the most dangerous. They also discuss what enterprises, developers, and the open-source ecosystem need to do to adapt as the gap between vulnerability discovery and exploitation continues to shrink. Resources: Follow Dylan Ayrey on X: https://x.com/InsecureNature Follow Feross Aboukhadijeh on X: https://x.com/Feross Follow Joel De La Garza on LinkedIn: https://www.linkedin.com/in/3448827723723234/ Stay Updated: Find a16z on YouTube: YouTube Find a16z on X Find a16z on LinkedIn Listen to the a16z Show on Spotify Listen to the a16z Show on Apple Podcasts Follow our host: https://twitter.com/eriktorenberg Please note that the content here is for informational purposes only; should NOT be taken as legal, business, tax, or investment advice or be used to evaluate any investment or security; and is not directed at any investors or potential investors in any a16z fund. a16z and its affiliates may maintain investments in the companies discussed. For more details please see a16z.com/disclosures. Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.
The Engine Powering Open-Source AI
Elena Burger and Matt Bornstein are joined by Simon Mo, co-founder and CEO of Inferact, the open-source inference engine powering many of today's most advanced AI applications. Together, they explore how open-source AI evolved from a research project into critical infrastructure, why inference has become one of the most important layers of the AI stack, and what it takes to bring frontier intelligence to developers around the world. The conversation covers vLLM's origins, the rise of open-weight models, why companies increasingly want control over their AI infrastructure, and how open-source inference enables the next generation of AI applications. They also discuss model licensing, the economics of open-weight AI, Kimi K3, distillation, AI infrastructure, and why Simon believes the gap between open and closed models is rapidly disappearing. Resources: Follow Simon Mo on X: https://x.com/simon_mo_ Follow Matt Bornstein on X: https://x.com/BornsteinMatt Follow Elena Burger on X: https://x.com/VirtualElena Follow Inferact: https://x.com/inferact Stay Updated: Find a16z on YouTube: YouTube Find a16z on X Find a16z on LinkedIn Listen to the a16z Show on Spotify Listen to the a16z Show on Apple Podcasts Follow our host: https://twitter.com/eriktorenberg Please note that the content here is for informational purposes only; should NOT be taken as legal, business, tax, or investment advice or be used to evaluate any investment or security; and is not directed at any investors or potential investors in any a16z fund. a16z and its affiliates may maintain investments in the companies discussed. For more details please see a16z.com/disclosures. Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.
Three Startups Reinventing Critical Infrastructure
This week, a16z American Dynamism Films premiered three short documentaries highlighting companies tackling some of America's biggest industrial challenges: Ulysses, Mariana Materials, and Radiant. Before watching those films, we're revisiting conversations with the founders behind each company. You'll hear Will O'Brien explain why autonomous underwater robots could unlock a new era of ocean exploration and security, Turner Caldwell discuss rebuilding America's critical minerals supply chain and modernizing mining, and Doug Bernauer share why portable nuclear microreactors could transform how we generate power. Together, these conversations offer a look at the technologies—and the founders—working to rebuild the industrial foundations of the United States. Resources: Follow Will O'Brien on X: https://x.com/Willob Follow Turner Caldwell on X: https://x.com/tbc415 Follow Doug Bernauer on X: https://x.com/dougbernauer Follow Erin Price-Wright on X: https://x.com/espricewright Follow Ryan McEntush on X: https://x.com/rmcentush Follow Theo Jaffee on X: https://x.com/theojaffee Stay Updated: Find a16z on YouTube: YouTube Find a16z on X Find a16z on LinkedIn Listen to the a16z Show on Spotify Listen to the a16z Show on Apple Podcasts Follow our host: https://twitter.com/eriktorenberg Please note that the content here is for informational purposes only; should NOT be taken as legal, business, tax, or investment advice or be used to evaluate any investment or security; and is not directed at any investors or potential investors in any a16z fund. a16z and its affiliates may maintain investments in the companies discussed. For more details please see a16z.com/disclosures. Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.
OpenAI's Joshua Achiam: Did We Already Reach AGI?
Theo Jaffee is joined by Joshua Achiam, Chief Futurist at OpenAI, for a conversation on AI cybersecurity, frontier model capabilities, and why he believes society may have already crossed the threshold into an AGI-era without fully recognizing it. They discuss AI's rapidly advancing cyber capabilities, state-sponsored hacking, model jailbreaks, recursive self-improvement, and what happens when AI systems begin discovering vulnerabilities faster than humans can patch them. Joshua also explains why most people have quietly adapted to capabilities that would have seemed unimaginable just a few years ago, and why the biggest changes from AI may arrive gradually rather than all at once. Resources: Follow Joshua Achiam on X: https://x.com/jachiam0 Follow Theo Jaffee on X: https://x.com/theojaffee Follow MTS on X: https://x.com/mtslive Stay Updated: Find a16z on YouTube: YouTube Find a16z on X Find a16z on LinkedIn Listen to the a16z Show on Spotify Listen to the a16z Show on Apple Podcasts Follow our host: https://twitter.com/eriktorenberg Please note that the content here is for informational purposes only; should NOT be taken as legal, business, tax, or investment advice or be used to evaluate any investment or security; and is not directed at any investors or potential investors in any a16z fund. a16z and its affiliates may maintain investments in the companies discussed. For more details please see a16z.com/disclosures. Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.
Ruby Thelot on Internet Culture, AI, and the Future of Taste
Sophia Dew and Sofia Puccini are joined by Ruby Thelot, designer, artist, cyberethnographer, professor at NYU, and founder of 13101401, for a wide-ranging conversation about internet culture, AI, digital communities, and how technology is reshaping the way we relate to one another. Drawing on years of research into online behavior, Ruby explains how digital cultures form, why algorithms shape more than just what we see, and what AI is changing about creativity, communication, and identity. They discuss cyberethnography, online subcultures, "machinic taste," AI companions, social norms, internet language, and why Americans often say they dislike AI—even as they increasingly rely on it in everyday life. Resources: Follow Ruby X: https://x.com/being_on_line Substack: https://beingonline.substack.com/ Follow Sophia on X: https://x.com/sophiadew Follow Sofia on X: https://x.com/schisofrenia Follow MTS on X: https://x.com/mtslive Stay Updated: Find a16z on YouTube: YouTube Find a16z on X Find a16z on LinkedIn Listen to the a16z Show on Spotify Listen to the a16z Show on Apple Podcasts Follow our host: https://twitter.com/eriktorenberg Please note that the content here is for informational purposes only; should NOT be taken as legal, business, tax, or investment advice or be used to evaluate any investment or security; and is not directed at any investors or potential investors in any a16z fund. a16z and its affiliates may maintain investments in the companies discussed. For more details please see a16z.com/disclosures. Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.
Tomorrow, Today
All-In with Chamath, Jason, Sacks & Friedberg
Acquired
Hard Fork
AI Business Daily
The Room Podcast