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A great executive assistant is a superpower for CEOs. An AI-powered EA is something else entirely. Cortney Hickey, Executive Business Partner to Wade Foster at Zapier has leaned in HARD to AI + automations to drive operational efficiency, leadership alignment, and cultural clarity across the company. In this week's...

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claire vo 🖤

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16,022 views • 8 months ago •via X (Twitter)

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A few weeks ago I put out a call for CEOs that are *actually* using AI, not just sending AI memos. Ofc Wade Foster (CEO Zapier) was the first to raise his hand. Wade is truly a AI-native CEO, and in this week's ep he shows us: - how to reverse engineer company culture from Granola transcripts - his Zapier interview rubric agent that gives structured feedback on every candidate - and how to use Grok (YES, grok!) to source talent If you're looking for non-technical, leadership focused use cases for AI - this is a must watch. This episode is brought to you by our amazing sponsor 🧠🤑 Brex - The intelligent finance platform built for founders Watch it here:
1:04

A few weeks ago I put out a call for CEOs that are *actually* using AI, not just sending AI memos. Ofc Wade Foster (CEO Zapier) was the first to raise his hand. Wade is truly a AI-native CEO, and in this week's ep he shows us: - how to reverse engineer company culture from Granola transcripts - his Zapier interview rubric agent that gives structured feedback on every candidate - and how to use Grok (YES, grok!) to source talent If you're looking for non-technical, leadership focused use cases for AI - this is a must watch. This episode is brought to you by our amazing sponsor 🧠🤑 Brex - The intelligent finance platform built for founders Watch it here:

claire vo 🖤

53,012 views • 7 months ago

Everyone is recording everything these days, but most are only using the basics (notes, summaries.) Matthew B. Britton takes call recordings to a whole other level, turning 25,000 hours of sales calls into a fully automated GTM team across sales, ops, and marketing. In this ep of How I AI we see - how to use Zapier to build complex automation workflows off a single asset - using AI as a coach, admin, and quality check - long tail marketing tactics that would NEVER be possible before AI I hadn't thought of half the ideas Matt has implemented w AI, and now I want to steal all of them. This is a must-watch for founders, CMOs, CROs, and CEOs out there who are tired of hearing about vibe coding and want some practical ways to drive revenue with AI. As always, a massive thanks to our sponsors: 🤑 Brex - the intelligent finance platform built for founders ⚡️Zapier - the most connected AI orchestration platform
1:06

Everyone is recording everything these days, but most are only using the basics (notes, summaries.) Matthew B. Britton takes call recordings to a whole other level, turning 25,000 hours of sales calls into a fully automated GTM team across sales, ops, and marketing. In this ep of How I AI we see - how to use Zapier to build complex automation workflows off a single asset - using AI as a coach, admin, and quality check - long tail marketing tactics that would NEVER be possible before AI I hadn't thought of half the ideas Matt has implemented w AI, and now I want to steal all of them. This is a must-watch for founders, CMOs, CROs, and CEOs out there who are tired of hearing about vibe coding and want some practical ways to drive revenue with AI. As always, a massive thanks to our sponsors: 🤑 Brex - the intelligent finance platform built for founders ⚡️Zapier - the most connected AI orchestration platform

claire vo 🖤

18,621 views • 9 months ago

Anthropic has created an AI model that “can get into almost any software in the world,” former AI company founder and CEO Matt Shumer says — but the company is not releasing it to the public: “I have never seen something like this — a company that is about to IPO and having such a moral compass.” Shumer shares what makes the AI model so powerful and potentially dangerous.
4:55

Anthropic has created an AI model that “can get into almost any software in the world,” former AI company founder and CEO Matt Shumer says — but the company is not releasing it to the public: “I have never seen something like this — a company that is about to IPO and having such a moral compass.” Shumer shares what makes the AI model so powerful and potentially dangerous.

CBS Mornings

98,892 views • 4 months ago

Today, we launch Tycoon AI: the world’s first operating system for one-person companies. Everyone gets an AI CEO + infinite AI employees(coding, marketing, ops etc.) A year ago, I became the first human CEO replaced by an AI CEO named Astra. Astra helped companies reach 100K+ users and $1M ARR in 30 days. That experiment became Tycoon. Today, Corporate America(e.g. Meta) is telling one story about AI: Fewer people. Fewer jobs. Fewer humans needed. Fuck that story. I believe the opposite. For the first time, one person can build with the operating power of an entire company. One founder. One AI CEO. Infinite AI employees. You text Astra your ideas, goals, tasks, and questions. - She strategizes, assigns work to AI employees, reviews progress, and makes sure it gets done. - She can manage up to 1,000 agents in parallel, 24/7, while you sleep. Tycoon includes built-in AI employees for engineering, marketing, research, content, SEO, finance, legal, support, and video. Astra can also manage Claude Code and Hermes Agent. The old company was built around headcount, managers, meetings, and layers. The new company starts with one person and a dream. Execution belongs to machines. Vision belongs to humans. That is what Tycoon is for. Start your one person company today!
0:40

Today, we launch Tycoon AI: the world’s first operating system for one-person companies. Everyone gets an AI CEO + infinite AI employees(coding, marketing, ops etc.) A year ago, I became the first human CEO replaced by an AI CEO named Astra. Astra helped companies reach 100K+ users and $1M ARR in 30 days. That experiment became Tycoon. Today, Corporate America(e.g. Meta) is telling one story about AI: Fewer people. Fewer jobs. Fewer humans needed. Fuck that story. I believe the opposite. For the first time, one person can build with the operating power of an entire company. One founder. One AI CEO. Infinite AI employees. You text Astra your ideas, goals, tasks, and questions. - She strategizes, assigns work to AI employees, reviews progress, and makes sure it gets done. - She can manage up to 1,000 agents in parallel, 24/7, while you sleep. Tycoon includes built-in AI employees for engineering, marketing, research, content, SEO, finance, legal, support, and video. Astra can also manage Claude Code and Hermes Agent. The old company was built around headcount, managers, meetings, and layers. The new company starts with one person and a dream. Execution belongs to machines. Vision belongs to humans. That is what Tycoon is for. Start your one person company today!

Xiaoyin Qu

697,876 views • 3 months ago

Tired: Writing PRDs by hand Wired: Writing PRDs with AI Inspired: letting AI reply to all PRD comments left by your coworkers Dennis Yang takes AI product management to the nth degree in this week's episode of How I AI, showing us how he: - uses Cursor for ALL his product work (yes, including commenting back to his team) - maxes out the notion and jira MCPs to automate work across his team's source of truth - prototypes AI products using cursor as the foundation This one is a 11 out of 10 for any PM trying to take their AI use to the next level and inspired me in a bunch of ways. And yes, his colleagues know all about it 😎 As always, a BIG thanks to our wonderful sponsors: ⚡️ Zapier - the most connected AI orchestration platform 🤑 Brex - the intelligent finance platform built for founders
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Tired: Writing PRDs by hand Wired: Writing PRDs with AI Inspired: letting AI reply to all PRD comments left by your coworkers Dennis Yang takes AI product management to the nth degree in this week's episode of How I AI, showing us how he: - uses Cursor for ALL his product work (yes, including commenting back to his team) - maxes out the notion and jira MCPs to automate work across his team's source of truth - prototypes AI products using cursor as the foundation This one is a 11 out of 10 for any PM trying to take their AI use to the next level and inspired me in a bunch of ways. And yes, his colleagues know all about it 😎 As always, a BIG thanks to our wonderful sponsors: ⚡️ Zapier - the most connected AI orchestration platform 🤑 Brex - the intelligent finance platform built for founders

claire vo 🖤

45,455 views • 10 months ago

Before, being a CPO/exec meant lots + lots of meetings. Now I see a lot of my peers in leadership spend more of their time building + coding w AI. And TBH? They seem to be having a lot more fun. rachel wolan is CPO at Webflow exemplifies this "IC CPO" mindset in this week's How I AI, showing us: - the AI chief of staff she built for herself to run everything, from her calendar to networking prep - how she runs multiple Cursor instances, models, and Claude code interfaces depending on the task at hand - how "builder day" at webflow gets the whole team engaged in AI adoption This is one every CEO should send to their staff and ask: what are you (not just your team) building today? As always, big thanks to our wonderful sponsors: 🕵️ Graphite - Your AI code review platform (congrats on joining Cursor, friends!) 🎟️ Atlassian for Startups - From MVP to IPO Watch it here:
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Before, being a CPO/exec meant lots + lots of meetings. Now I see a lot of my peers in leadership spend more of their time building + coding w AI. And TBH? They seem to be having a lot more fun. rachel wolan is CPO at Webflow exemplifies this "IC CPO" mindset in this week's How I AI, showing us: - the AI chief of staff she built for herself to run everything, from her calendar to networking prep - how she runs multiple Cursor instances, models, and Claude code interfaces depending on the task at hand - how "builder day" at webflow gets the whole team engaged in AI adoption This is one every CEO should send to their staff and ask: what are you (not just your team) building today? As always, big thanks to our wonderful sponsors: 🕵️ Graphite - Your AI code review platform (congrats on joining Cursor, friends!) 🎟️ Atlassian for Startups - From MVP to IPO Watch it here:

claire vo 🖤

11,969 views • 8 months ago

Episode 10 of How I AI is my personal favorite so far: we talk to John Blackman, 91 years old, about using AI to code a web app for the first time in his life. John and his grandson Brandon show us: - Claude for writing user stories - Replit agents for coding a HUGE volunteer support app - the challenges of going from dev to production - user feedback for Anthropic and Replit ⠕ as a beginner If you’ve been sitting on the sidelines, this is your call to action! No excuses, at any age. As always, thanks to our fab sponsors! 💼 WorkOS: make your app enterprise ready today 🔀 Orkes: the platform for reliable apps and agentic workflows
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Episode 10 of How I AI is my personal favorite so far: we talk to John Blackman, 91 years old, about using AI to code a web app for the first time in his life. John and his grandson Brandon show us: - Claude for writing user stories - Replit agents for coding a HUGE volunteer support app - the challenges of going from dev to production - user feedback for Anthropic and Replit ⠕ as a beginner If you’ve been sitting on the sidelines, this is your call to action! No excuses, at any age. As always, thanks to our fab sponsors! 💼 WorkOS: make your app enterprise ready today 🔀 Orkes: the platform for reliable apps and agentic workflows

claire vo 🖤

138,420 views • 1 year ago

A big problem with AI productivity systems: the setup is usually harder than the problem it's supposed to solve. hilary gridley is an entrepreneur, new mom, and one of the most popular guests we've ever had on How I AI. She has ZERO time to mess with complex setups, so she built an "anti-system AI system," and she's back on the pod to share her new workflows. In this ep, Hilary walks me through how - captures to-dos from her phone lock screen - gets claude code to plan her day - handles life admin (like getting a baby passport) all from the terminal Don't miss her commentary on the "Yappers API" - my favorite term I've heard on the pod so far. ty ty to our amazing sponsors! 💼 WorkOS - Make your app Enterprise Ready today: 💜 Lovable - Build apps by simply chatting with AI Full episode:
0:58

A big problem with AI productivity systems: the setup is usually harder than the problem it's supposed to solve. hilary gridley is an entrepreneur, new mom, and one of the most popular guests we've ever had on How I AI. She has ZERO time to mess with complex setups, so she built an "anti-system AI system," and she's back on the pod to share her new workflows. In this ep, Hilary walks me through how - captures to-dos from her phone lock screen - gets claude code to plan her day - handles life admin (like getting a baby passport) all from the terminal Don't miss her commentary on the "Yappers API" - my favorite term I've heard on the pod so far. ty ty to our amazing sponsors! 💼 WorkOS - Make your app Enterprise Ready today: 💜 Lovable - Build apps by simply chatting with AI Full episode:

claire vo 🖤

18,251 views • 5 months ago

People always argue that AI writes terrible code & breaks in a real, large codebase. Well, episode 14 of How I AI will show you how AI can write high quality, production code for engineering teams of 100+ My pal Zach is an eng leader at LaunchDarkly and went from an AI sceptic to driving AI adoption in 6 months. In this ep he shows: 📑 how to structure docs in your repo so you DRY to your AI agents ✅ use AI to burn down tech debt 🙊 use ChatGPT to help you be a less conflict avoidant manager This ep is the “big company” sequel to Ryan Carson’s structured vibe coding ep and not one to miss. Big thanks to our sponsors: 🎩 WorkOS – Make your app enterprise-ready today 🛠️ Maven 🏛 – hands on AI education curated by Lenny Rachitsky and me!
0:59

People always argue that AI writes terrible code & breaks in a real, large codebase. Well, episode 14 of How I AI will show you how AI can write high quality, production code for engineering teams of 100+ My pal Zach is an eng leader at LaunchDarkly and went from an AI sceptic to driving AI adoption in 6 months. In this ep he shows: 📑 how to structure docs in your repo so you DRY to your AI agents ✅ use AI to burn down tech debt 🙊 use ChatGPT to help you be a less conflict avoidant manager This ep is the “big company” sequel to Ryan Carson’s structured vibe coding ep and not one to miss. Big thanks to our sponsors: 🎩 WorkOS – Make your app enterprise-ready today 🛠️ Maven 🏛 – hands on AI education curated by Lenny Rachitsky and me!

claire vo 🖤

82,224 views • 1 year ago

As an EM, running engineering standups where everyone's dead-eyed and reciting what they worked on is, in Ryan Nystrom words, a huge waste of time. So he built a Notion AI agent that preps his team's standup before the meeting starts, so he can code right up until it begins. In this ep he walks us through: - The "Hot Potato" 🥔 custom agent that scans Slack, GitHub, Honeycomb, and yesterday's meeting transcript every morning at 9am - How he @-mentions Codex from inside a Notion task and gets a full PR back in 10 minutes - Spec-driven development: talking into Whisper → spec → one-shotted implementation - Why CI speed is now your AI adoption ceiling Plus he shares why this is his favorite prompt: "I literally don't know what I'm doing. Explain it to me." ty to our sponsors! 💼 WorkOS - Make your app enterprise ready today 🔀 Orkes - The enterprise platform for reliable applications and agentic workflows Full episode:
1:09

As an EM, running engineering standups where everyone's dead-eyed and reciting what they worked on is, in Ryan Nystrom words, a huge waste of time. So he built a Notion AI agent that preps his team's standup before the meeting starts, so he can code right up until it begins. In this ep he walks us through: - The "Hot Potato" 🥔 custom agent that scans Slack, GitHub, Honeycomb, and yesterday's meeting transcript every morning at 9am - How he @-mentions Codex from inside a Notion task and gets a full PR back in 10 minutes - Spec-driven development: talking into Whisper → spec → one-shotted implementation - Why CI speed is now your AI adoption ceiling Plus he shares why this is his favorite prompt: "I literally don't know what I'm doing. Explain it to me." ty to our sponsors! 💼 WorkOS - Make your app enterprise ready today 🔀 Orkes - The enterprise platform for reliable applications and agentic workflows Full episode:

claire vo 🖤

49,862 views • 3 months ago

Today we Point Nine are excited to launch the P9 AI Fluency Index. One of the big challenges for many founders right now is to get their organizations fully "AI-pilled". We wanted to create a tool that that helps founders and CEOs benchmark their company's AI fluency and get recommendations on how to get to the next level. The index is grounded in published rubrics and posts by Zapier, Fin, tobi lutke Shopify, Ramp Labs, Anthropic, Jobber, and Bassim Eledath. Huge thanks to them for publishing their valuable insights! Head over to and come back with your report card! :)
2:18

Today we Point Nine are excited to launch the P9 AI Fluency Index. One of the big challenges for many founders right now is to get their organizations fully "AI-pilled". We wanted to create a tool that that helps founders and CEOs benchmark their company's AI fluency and get recommendations on how to get to the next level. The index is grounded in published rubrics and posts by Zapier, Fin, tobi lutke Shopify, Ramp Labs, Anthropic, Jobber, and Bassim Eledath. Huge thanks to them for publishing their valuable insights! Head over to and come back with your report card! :)

Christoph Janz 🕊

18,528 views • 3 months ago

🚨 AI AGENTS ARE HERE… and they’re destroying, disrupting and transforming industries. So today we had an emergency debate about it… I think “AI agents” might be the most disruptive technology of our lifetime. This is an AI team member that can browse the open internet and make decisions on its own - essentially acting as a free employee - and you can have 100s or 1000s of them working for you at once. This completely changes the way the world and business works. You can now build your own AI agents in minutes to solve problems you have in your business or personal life. A friend of mine who runs a big company that you probably know - has gone from 7,000~ team members to 3,000~ because they’re now using AI agents instead of hiring people 😳 So I brought together three of the most vocal minds when it comes to AI for a debate unlike anything we’ve ever done before. Amjad Masad is the founder of Replit, a billion dollar company that is leading the AI Agents race and has become one of the fastest-scaling AI companies in Silicon Valley history. Bret Weinstein is a biologist and evolutionary theorist who believes AI could lead us to a societal collapse. Daniel Priestley who is a futurist entrepreneur who says this wave of AI Agnets is as big as the industrial revolution. This was one of the most fascinating conversations we’ve ever hosted. What is your honest feelings towards AI? Does it scare you or are you leaning into it? Watch the full episode now on YouTube: search “The Diary of a CEO AI Debate” or click the link in the comments.
1:32

🚨 AI AGENTS ARE HERE… and they’re destroying, disrupting and transforming industries. So today we had an emergency debate about it… I think “AI agents” might be the most disruptive technology of our lifetime. This is an AI team member that can browse the open internet and make decisions on its own - essentially acting as a free employee - and you can have 100s or 1000s of them working for you at once. This completely changes the way the world and business works. You can now build your own AI agents in minutes to solve problems you have in your business or personal life. A friend of mine who runs a big company that you probably know - has gone from 7,000~ team members to 3,000~ because they’re now using AI agents instead of hiring people 😳 So I brought together three of the most vocal minds when it comes to AI for a debate unlike anything we’ve ever done before. Amjad Masad is the founder of Replit, a billion dollar company that is leading the AI Agents race and has become one of the fastest-scaling AI companies in Silicon Valley history. Bret Weinstein is a biologist and evolutionary theorist who believes AI could lead us to a societal collapse. Daniel Priestley who is a futurist entrepreneur who says this wave of AI Agnets is as big as the industrial revolution. This was one of the most fascinating conversations we’ve ever hosted. What is your honest feelings towards AI? Does it scare you or are you leaning into it? Watch the full episode now on YouTube: search “The Diary of a CEO AI Debate” or click the link in the comments.

Steven Bartlett

110,275 views • 1 year ago

Howie CEO austin petersmith told us building an AI secretary is harder than it looks. For a product like this, he said "you have to put a pretty bad product into market in order to get a good one." Last year, they worked with customers to understand the patterns and mapping out the mindset of an executive assistant. Now, that product is available to everyone.
1:54

Howie CEO austin petersmith told us building an AI secretary is harder than it looks. For a product like this, he said "you have to put a pretty bad product into market in order to get a good one." Last year, they worked with customers to understand the patterns and mapping out the mindset of an executive assistant. Now, that product is available to everyone.

TBPN

11,051 views • 11 months ago

When I get asked by execs how to AI pill their team I tell them 3 things: - public token leaderboard - skills marketplace - everyone can cook John has done all three, and more, in his pursuit of turning everyone at Sendbird and Delight.ai into an "AI God" In this ep we cover: - how he's gamified AI at the company - turning marketers into the best builders on the team - why leaders have no excuse & should be consuming 100s of millions of tokens If you think your bar for AI adoption is high: think again. As always, ty ty ty to our great sponsors: WorkOS - Make your app enterprise-ready today ThoughtSpot - Build AI-powered analytics into your product: Full episode on YT:
1:08

When I get asked by execs how to AI pill their team I tell them 3 things: - public token leaderboard - skills marketplace - everyone can cook John has done all three, and more, in his pursuit of turning everyone at Sendbird and Delight.ai into an "AI God" In this ep we cover: - how he's gamified AI at the company - turning marketers into the best builders on the team - why leaders have no excuse & should be consuming 100s of millions of tokens If you think your bar for AI adoption is high: think again. As always, ty ty ty to our great sponsors: WorkOS - Make your app enterprise-ready today ThoughtSpot - Build AI-powered analytics into your product: Full episode on YT:

claire vo 🖤

13,183 views • 3 months ago

There are a few AI tricks I've learned that I've categorized as "life changing" and this is one of them: Hamel Husain teaching me how to start doing evals right, in the most simple, obvious, high-impact way. This episode of How I AI is for anyone still intimidated by the concept of evals. Hamel shows us: - How to "just look" at your model outputs - Binary system of quality categorization - What a good DYI eval platform looks like - Where little tweaks make a big difference I've been building an AI product for almost 2 years, and Hamel has been the first person to make evals accessible, understandable, and easy to execute. As I said: LIFE CHANGING As always, the biggest thanks to our amazing sponsors: 🫶 GoFundMe Giving Funds - One account. Zero hassle 🪪 Persona - Trusted identity verification for any use case
1:05

There are a few AI tricks I've learned that I've categorized as "life changing" and this is one of them: Hamel Husain teaching me how to start doing evals right, in the most simple, obvious, high-impact way. This episode of How I AI is for anyone still intimidated by the concept of evals. Hamel shows us: - How to "just look" at your model outputs - Binary system of quality categorization - What a good DYI eval platform looks like - Where little tweaks make a big difference I've been building an AI product for almost 2 years, and Hamel has been the first person to make evals accessible, understandable, and easy to execute. As I said: LIFE CHANGING As always, the biggest thanks to our amazing sponsors: 🫶 GoFundMe Giving Funds - One account. Zero hassle 🪪 Persona - Trusted identity verification for any use case

claire vo 🖤

47,712 views • 10 months ago

Elon Musk explains the deeper reason why SpaceX succeeding in AI matters for humanity’s future "It's important that we have an AI that cares about humanity, that fosters humanity and helps take us to other planets and other star systems This is why I think it's essential that SpaceX succeed not just with AI hardware, but also with AI software. I think an AI that is SpaceX's baby will be a very good AI SpaceX is a collection some of the very best humans on Earth, both in capability and in morality and goodness. We want to have an AI that is born of that capability, that morality and that goodness. I think that's very, very important So I'd like to encourage people to help out with the AI hardware on the ground, the AI software, and of course with the AI satellites Solar is going to be a very important part of that. The Terafab will be a very important part of that”
1:28

Elon Musk explains the deeper reason why SpaceX succeeding in AI matters for humanity’s future "It's important that we have an AI that cares about humanity, that fosters humanity and helps take us to other planets and other star systems This is why I think it's essential that SpaceX succeed not just with AI hardware, but also with AI software. I think an AI that is SpaceX's baby will be a very good AI SpaceX is a collection some of the very best humans on Earth, both in capability and in morality and goodness. We want to have an AI that is born of that capability, that morality and that goodness. I think that's very, very important So I'd like to encourage people to help out with the AI hardware on the ground, the AI software, and of course with the AI satellites Solar is going to be a very important part of that. The Terafab will be a very important part of that”

X Freeze

29,610 views • 17 days ago

Today, we’re excited to announce the general availability of the Contextual AI Platform. This is the first enterprise platform designed for building specialized RAG agents to support expert knowledge work. What is a specialized RAG agent? First, a general-purpose AI agent is one designed to automate simple daily tasks like scheduling a meeting or responding to an email. On the other hand, a specialized RAG agent is one designed to augment subject-matter experts performing complex domain-specific work. The Contextual AI Platform allows you to create these agents easily and achieve SOTA accuracy right out of the box. Check out what the Contextual AI Platform can do.
2:11

Today, we’re excited to announce the general availability of the Contextual AI Platform. This is the first enterprise platform designed for building specialized RAG agents to support expert knowledge work. What is a specialized RAG agent? First, a general-purpose AI agent is one designed to automate simple daily tasks like scheduling a meeting or responding to an email. On the other hand, a specialized RAG agent is one designed to augment subject-matter experts performing complex domain-specific work. The Contextual AI Platform allows you to create these agents easily and achieve SOTA accuracy right out of the box. Check out what the Contextual AI Platform can do.

Contextual AI

879,586 views • 1 year ago