The a16z Show

a16z General Partner Anish Acharya sits down with Assistant Benchmark creator David Pawlan to unpack the sudden explosion of personal AI agents and what it will take for one to become part of everyday life.
David has been testing dozens of assistants across real-world tasks, from managing email and booking travel to handling financial admin. They discuss why the most useful agents may become increasingly invisible, proactively checking you into flights, finding refunds, filing reimbursements, or simply handling the small tasks that pile up across everyday life.
They also explore whether the winning interface is an app, text thread, voice, or wearable; how much autonomy consumers will actually give their agents; and what happens when agents start interacting with other agents. From commerce and restaurant reservations to entirely new agent-native services, Anish and David ask what the internet looks like when software starts acting on our behalf.
This episode was recorded on September 24, 2026.

Resources:
Follow David Pawlan on X: https://x.com/DavidPawlan
Follow Anish Acharya on X: https://x.com/illscience



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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.

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a16z’s Ben Horowitz and Martin Casado sit down with TypeSafe AI founder Diogo Almeida to ask a simple question: AI has become remarkably capable, so where is all the automation?
Diogo argues that coding agents may help us write software faster, but the software they produce still largely works the way software always has. TypeSafe is taking a different approach with Jev: putting intelligence inside software itself, so developers can build programs that reason about intent and make probabilistic decisions rather than simply generate text for a human to interpret.
They discuss why reliability is the key to making AI genuinely programmable, how this could open a new era of probabilistic software, and why established SaaS companies may be particularly well positioned to benefit. Ultimately, Diogo’s goal is straightforward: technology that can reliably “do what I mean.”

Resources:
Follow Diogo Almeida: https://x.com/CompleteSkeptic
Learn more about TypeSafe AI: https://typesafe.ai/
Follow TypeSafe AI: https://x.com/typesafeai
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a16z’s Katie Kirsch sits down with Harvey VP of Talent Maggie Landers to discuss what happens inside a company growing at AI speed, and how you preserve culture while adding more than 1,000 employees in a year.
Maggie explains why Harvey prioritizes progress over perfection, how its values of simplicity, decisiveness, and “job’s not finished” shape the way people work, and why moving quickly requires giving employees significant trust and autonomy. For people accustomed to being the “A student,” that can mean learning to experiment, make mistakes, and course-correct quickly.
They also get into how Harvey identifies people who can thrive in that environment, what changes when most of your company is relatively new, the role its founders play in maintaining culture, and why judgment becomes increasingly important when employees are given the freedom to move fast.

Resources:
Follow Maggie Landers on LinkedIn: linkedin.com/in/maggiecohenlanders
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Erik Torenberg sits down with Box CEO Aaron Levie, and a16z’s Martin Casado, and Steven Sinofsky to debate how the AI industry should think about safety, security, and regulation as increasingly capable agents move into the real world.
They argue that much of today’s conversation is happening before we have clearly defined the risks we’re trying to regulate. Drawing on earlier waves of computing, from computer viruses and the early internet to aviation and automobiles, they ask what AI can learn from industries that developed safety standards only after understanding how their technologies actually failed.
The conversation then gets concrete: agents don’t get tired, can operate at enormous scale, and can probe systems in ways human employees never could. That could require rethinking permissions, authentication, operating systems, and the security stack itself. They also discuss why AI innovation may increasingly move beyond the frontier labs and into the software built around the models.

Resources:
Follow Aaron Levie on X: https://x.com/levie
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a16z’s Erik Torenberg sits down with Josh Elman, Olivia Moore, and David Booth to introduce Cosign, a new product built around professional reputation and the people, companies, and products you’re willing to put your name behind.
They unpack a simple idea at the heart of Silicon Valley: some of the most valuable professional signals aren’t credentials, but who believes in you. From the mentor who shaped your career to the colleague you’d work with anywhere or the young builder you think everyone should be watching, Cosign is an attempt to make those signals more visible and durable.
They also discuss why human endorsements may become more valuable as AI makes outreach and information abundant, what existing professional networks get right and miss, and how making reputation more legible could help talented people get discovered earlier, find collaborators, and carry the work they’ve done behind the scenes into whatever they do next.

Resources:
Follow Josh Elman on X: https://x.com/joshelman
Follow Olivia Moore on X: https://x.com/omooretweets
Follow David Booth on X: https://x.com/david__booth
Follow Cosign: https://x.com/cosign_build
Read more about Cosign: https://www.a16z.news/how-silicon-valley-knows-its-people

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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.

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