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every year anyone Lenny Rachitsky 194Noah Weiss 33Stewart Butterfield 22Tamar Yehoshua 17Tanguy Crusson 16Jules Walter 15Oji Udezue 11Camille Ricketts 11Wes Kao 10Roman Ugarte 10

Verbatim, from the transcripts: the passages where Slack comes up

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How we built Grok Bot in a month | Roman Ugarte (SpaceXAI) Sep 8, 2026 · 12 mentions

  • ▶ 5:24 Roman Ugarte It was like a separate part of the office where this team sat, um, private Slack channels, and the goal, and I think in hindsight it was a lot of what allowed us to move so quickly on this, was we needed to make a lot of micro decisions…
  • ▶ 8:24 Lenny Rachitsky Visit WorkOS.com to get started or just hit up their slack where they have actual engineers waiting to answer your questions.
  • ▶ 13:05 Roman Ugarte And then around the end of week two, we started to see these messages internally in Slack of people promoting one of their bots, who is a bit of a standout performer.
  • ▶ 15:24 Roman Ugarte You send a message, you tell your bot to do something, it just starts doing it, it sends you progressive updates as it sees fit, and you just see that, like, typing indicator in the little green, you know, active, uh, active, um, circle,…
  • ▶ 26:07 Roman Ugarte If so, you should send them a Slack message asking for an introduction.
  • ▶ 33:44 Roman Ugarte Um, the way that you could maybe name agents and talk to them as discrete entities, it's a pattern that we're also seeing for developers, uh, kind of bringing specific named agents into Slack.
  • ▶ 41:41 Roman Ugarte And I think in the context of a human, for example, we have a really good analog of a lot of times I'm slacking back and forth with a teammate, we're sharing context, and a lot of times it's just much simpler to get on a five minute huddle…
  • ▶ 51:48 Roman Ugarte And I think the V one implementation of that, which many people do is Grokbot sits on top of Slack and it sits on top of email.
  • ▶ 1:03:38 Lenny Rachitsky So I got added to this, like, Slack is yours.
  • ▶ 1:16:08 Roman Ugarte It'd be really helpful for them to have access to, you know, Slack and your email and the company records that you use every single day. 3 times in the scene

Why companies are becoming a series of loops | Anish Acharya (a16z) Sep 6, 2026 · 1 mention

  • ▶ 7:46 Lenny Rachitsky Visit WorkOS.com to get started or just hit up their Slack where they have actual engineers waiting to answer your questions.

AI’s third era: the rise of persistent AI coworkers | Tara Seshan (OpenAI’s product lead) Aug 30, 2026 · 4 mentions

  • ▶ 6:26 Lenny Rachitsky Visit WorkOS.com to get started or just hit up their Slack where they have actual engineers waiting to answer your questions.
  • ▶ 17:16 Tara Seshan And so there was a time where everyone internally was just like sending their codex threads, screenshots of their codex threads to each other on Slack. 2 times in the scene
  • ▶ 25:21 Lenny Rachitsky There's like an emoji, I think inside the Slack.

How to be a CEO when AI breaks all the old playbooks | Sequoia CEO Coach Brian Halligan Feb 15, 2026 · 3 mentions

  • ▶ 1:56 Lenny Rachitsky I've definitely tried the five tabs and Slack thread approach to debugging.
  • ▶ 37:52 Lenny Rachitsky Visit WorkOS.com to get started or just hit up their Slack support where they have real engineers in there who answer your questions super fast.
  • ▶ 59:23 Brian Halligan We had a whole system because we would say something on an email to the management team or a Slack, and everybody would be like, okay, this is what they want.

OpenAI’s head of platform engineering on the next 12-24 months of AI | Sherwin Wu Feb 12, 2026 · 5 mentions

  • ▶ 2:33 Lenny Rachitsky I've definitely tried the five tabs and slack thread approach to debugging,
  • ▶ 35:38 Sherwin Wu What are, maybe Slack messages, you know, it's probably in Slack somewhere. 2 times in the scene
  • ▶ 1:10:28 Sherwin Wu So I, I think I'm personally a bad example of this because I am, I'm basically chronically online, uh, on X and, uh, our company Slack. 2 times in the scene

The rise of the professional vibe coder (a new AI-era job) Feb 8, 2026 · 1 mention

  • ▶ 50:39 Lenny Rachitsky Visit WorkOS.com to get started or just hit up their Slack support where they have real engineers in there who answer your questions super fast.

How to show up in any room with a low heart rate: Silicon Valley’s missing etiquette playbook Jan 15, 2026 · 1 mention

  • ▶ 46:32 Lenny Rachitsky Visit WorkOS.com to get started, or just hit up their Slack support where they have real engineers in there who answer your questions super fast.

We replaced our sales team with 20 AI agents—here’s what happened next | Jason Lemkin (SaaStr) Jan 1, 2026 · 2 mentions

  • ▶ 23:19 Jason Lemkin Like Denise just went from Slack and Salesforce after 14 years to be CRO OpenAI. 2 times in the scene

“I deliberately understaff every project” | Leadership lessons from Rippling’s $16B journey Dec 28, 2025 · 5 mentions

  • ▶ 33:50 Lenny Rachitsky I'm imagining all your decks have a little pickle emojis and, and the pickle emoji thing, the dancing pickle in Slack.
  • ▶ 45:06 Matt McGinnis Slack was originally some sort of a gaming company and became corporate chat, you know, Airbnb, maybe it's like, there's some examples of companies having made wild pivots and succeeded, but man, is that rare?
  • ▶ 1:07:26 Matt McGinnis On this one, when I presented to the, to the team was that the next sort of slide in my presentation was with the sound effect, the slack huddle thing. 3 times in the scene

The new AI growth playbook for 2026 | How Lovable hit $200M ARR in one year Dec 18, 2025 · 2 mentions

  • ▶ 3:56 Lenny Rachitsky Visit WorkOS.com to get started or just hit up their Slack support where they have real engineers in there who answer your questions super fast.
  • ▶ 1:24:54 Lenny Rachitsky I was looking at my most recent podcast video performance, and the top four are all women, and they're all AI oriented, and they're above Stuart Butterfield, founder of Slack, above Gamma's CEO of Grant, so maybe a glimmer of hope.

Inside OpenAI: 2026 is the year of agents, AI’s biggest bottleneck, and why compute isn’t the issue Dec 14, 2025 · 11 mentions

  • ▶ 0:07 Alexander Embirikos It's a bit like this really smart intern that refuses to read Slack, doesn't check Datadog unless you ask it to.
  • ▶ 3:42 Lenny Rachitsky Visit WorkOS.com to get started, or just hit up their Slack support where they have real engineers in there who answer your questions super fast.
  • ▶ 12:47 Alexander Embirikos To make that a little more fun, like, one thing I like to imagine is, like, if you think of what Codex is today, it's a bit like this, like, really smart intern that, like, refuses to read Slack and, like, doesn't check Datadog or, like,… 2 times in the scene
  • ▶ 26:27 Alexander Embirikos When you don't know what you're supposed to use it for, uh, in the same way that if I think of like, I'm like on MS Teams or in Slack with a teammate, chat is pretty good. 2 times in the scene
  • ▶ 41:37 Lenny Rachitsky So ships to PR, sends an email, drafts a Slack message. 3 times in the scene
  • ▶ 50:25 Alexander Embirikos And then even like, uh, design as we talked about and marketing, like actually we're at this point now where, uh, my product marketer is often also making string changes just directly from Slack or like updating docs directly from Slack. 2 times in the scene

The $1B Al company training ChatGPT, Claude & Gemini on the path to responsible AGI | Edwin Chen Dec 7, 2025 · 4 mentions

  • ▶ 4:30 Lenny Rachitsky Visit WorkOS.com to get started or just hit up their Slack support where they have real engineers in there who answer your questions super fast.
  • ▶ 35:13 Edwin Chen So for example, we might build a world where you have a startup with Gmail messages and Slack threads and Jira tickets and GitHub ERs and a whole code base. 3 times in the scene

Why AI is disrupting traditional product management | Tomer Cohen (LinkedIn CPO) Dec 4, 2025 · 1 mention

What world-class GTM looks like in 2026 | Jeanne DeWitt Grosser (Vercel, Stripe, Google) Nov 30, 2025 · 3 mentions

  • ▶ 35:45 Jeanne DeWitt Grosser And when you ran the agent over every Slack interaction, every email, every gone call, it said, actually you lost because you never really got in touch with the economic buyer. 3 times in the scene

A guide to difficult conversations, building high-trust teams, and designing a life you love Nov 23, 2025 · 1 mention

  • ▶ 28:33 Lenny Rachitsky I'm also just in the middle of, like, I have this large Slack community at Twitter and LinkedIn, so I'm just constantly being barraged with, like, small little asks and things and all these little things that never, that's hard to just…

Mental models for building products people love ft. Stewart Butterfield Nov 20, 2025 · 43 mentions

  • ▶ 0:02 Stewart Butterfield That was the year that Slack actually launched. 3 times in the scene
  • ▶ 1:42 Lenny Rachitsky Stuart founded Flickr and then Slack, which he sold to Salesforce in one of the biggest acquisitions in tech history at the time.
  • ▶ 3:39 Lenny Rachitsky Visit WorkOS.com to get started or just hit up their Slack support where they have real engineers in there who answer your questions super fast.
  • ▶ 5:23 Lenny Rachitsky I feel like ever since you left Slack, we haven't heard much from Stuart. 2 times in the scene
  • ▶ 9:52 Lenny Rachitsky So it feels like this works both for a specific feature and also just for Slack, like getting people to even understand here's what Slack can do for you. 2 times in the scene
  • ▶ 15:16 Lenny Rachitsky Slack was famous for being one of the early, let's say consumerized B to B SaaS products. 6 times in the scene
  • ▶ 20:09 Lenny Rachitsky I, I love that one moment became like a value of product craftsmanship at Slack. 7 times in the scene
  • ▶ 26:45 Stewart Butterfield I'm sorry, every, every Slack administrator that this was coming weeks before it came, and we told them that we were going to set a default for their organization, which I believe was, um, either seven p.m. to seven a.m. in their local… 2 times in the scene
  • ▶ 29:06 Stewart Butterfield You know, we would talk about it in Slack, like, it was, it was hard to market. 4 times in the scene
  • ▶ 43:56 Stewart Butterfield So, I was going back and forth in Vancouver and San Francisco at the time when we were talking about all this inside of Slack, and I was behind a teenager in line aboard the plane, and it was like, you know, we're on the jetway, it took a…
  • ▶ 46:37 Stewart Butterfield So like, that was the year that Slack actually launched officially, uh, in February, and this is now like near the end of the year. 2 times in the scene
  • ▶ 56:58 Stewart Butterfield So like we would hire twenty-seven-year-old product managers in Slack who immediately want to hire someone. 2 times in the scene
  • ▶ 58:53 Stewart Butterfield So the example inside of Slack was, um, 3 times in the scene
  • ▶ 1:09:08 Stewart Butterfield Um, one of the, the crappy things about Slack, um, is if all your corporate communication is on email, depending on exactly how it works and what system you use, you probably walk away with an archive of everything you said at company 3 times in the scene
  • ▶ 1:13:57 Stewart Butterfield Um, and in the case where, you know, we were working on Glitch, this game, where we used IRC for internal communication, and we added a bunch of IRC, which became the proto-slack, and I think Slack had an enormous advantage in the fact… 2 times in the scene
  • ▶ 1:19:43 Lenny Rachitsky Also with the structure of the Slack deal, people said the acquisition was very employee friendly. 2 times in the scene

“Dumbest idea I’ve heard” to $100M ARR: Inside the rise of Gamma | Grant Lee (co-founder) Nov 13, 2025 · 2 mentions

  • ▶ 1:08:16 Grant Lee Gambaster program, which is, uh, we put them into a separate Slack workspace and that was a place for us to kind of share very, very early prototypes like wireframe, wireframes. 2 times in the scene

How Intercom rose from the ashes by betting everything on AI | Eoghan McCabe (founder and CEO) Aug 21, 2025 · 1 mention

Why ChatGPT will be the next big growth channel (and how to capitalize on it) | Brian Balfour Aug 17, 2025 · 2 mentions

  • ▶ 32:58 Brian Balfour And they tend to be the folks like Slack and in like all of the big winners, it's there, it's just like so elusive.
  • ▶ 1:28:09 Brian Balfour Uh, last but not least is that, um, as I mentioned, Fareed Massavat, uh, who I used to work with, he used to Slack.

Inside ChatGPT: The fastest growing product in history | Nick Turley (OpenAI) Aug 9, 2025 · 2 mentions

  • ▶ 23:23 Nick Turley We have a Slack emoji, apparently, for this now, because I used to say that. 2 times in the scene

Pricing your AI product: Lessons from 400+ companies and 50 unicorns | Madhavan Ramanujam Jul 27, 2025 · 2 mentions

  • ▶ 29:04 Madhavan Ramanujam In the previous vintages, like for instance, if you take Slack, you can say that the productivity went up, efficiency happened, but you cannot measure it, monitor it, attribute it to Slack. 2 times in the scene

Rapidly test and validate any startup idea with the 2-day Foundation Sprint Jul 13, 2025 · 7 mentions

  • ▶ 1:13 Lenny Rachitsky It's called the foundation sprint, and it emerged out of the famous design sprint, which Jake and Jay-Z co-created, and also from working with over 300 teams, building both new products at startups, and also with teams at larger companies…
  • ▶ 3:43 Brandon Foo First, AI products need contacts from their customers' business data, such as Google Drive files, Slack messages, or CRM records.
  • ▶ 12:59 Jake Knapp We're just slack is off.
  • ▶ 1:14:21 Jake Knapp And here's this new messaging software called Slack and they're, you know, trying to reach new customers and gosh, switching to Slack is an even bigger hassle than switching to your email address because everybody on the team has to switch… 4 times in the scene

From ChatGPT to Instagram to Uber: The quiet architect behind the world’s most popular products Jun 22, 2025 · 1 mention

How to build a team that can “take a punch” | Hilary Gridley (Head of Core Product, Whoop) Jun 15, 2025 · 1 mention

  • ▶ 30:55 Hilary Gridley I don't always do it, but I try to send my team just a quick rundown and slack of here are the most important conversations or the most interesting conversations I had this week.

35 years of product design wisdom from Apple, Disney, Pinterest and beyond | Bob Baxley Jun 12, 2025 · 1 mention

  • ▶ 1:04:11 Bob Baxley Um, I think Slack, Slack, and honestly, both, uh, Slack and Pinterest, I think are examples of companies, uh, products that became companies, but neither one of those places really knew what to do next because they didn't have a bigger…

Anthropic's CPO on what comes next | Mike Krieger (co-founder of Instagram) Jun 5, 2025 · 4 mentions

  • ▶ 2:00 Lenny Rachitsky A big thank you to my newsletter Slack community for suggesting topics for this conversation.
  • ▶ 17:40 Mike Krieger And so, uh, I saw a great comment yesterday in our Slack where somebody had this thing that was driving them crazy about cloud code.
  • ▶ 55:28 Mike Krieger It's gonna maybe go out on the web, like versus here's like several documents that we worked on internally, and then, you know, use MCP to talk to our Slack instance and figure out what conversations are happening.
  • ▶ 1:00:31 Mike Krieger Like if you put Claude in a Slack channel, it will chime in either way too much or too little.

Why Uber’s CPO delivers food on weekends | Sachin Kansal Jun 1, 2025 · 2 mentions

  • ▶ 3:02 Brandon Foo First, AI products need contacts from their customers' business data, such as Google Drive files, Slack messages, or CRM records.
  • ▶ 40:55 Lenny Rachitsky I actually asked the community, my, uh, newsletter Slack community, what to ask you.

Growth tactics from OpenAI and Stripe’s first marketer | Krithika Shankarraman May 25, 2025 · 1 mention

  • ▶ 34:44 Krithika Shankarraman This can be an live meeting that you host for an hour a week, or it can be a Slack channel where people are posting things async, or even an email alias where things get sent to.

Unconventional product lessons from Binance, N26, Google, more | Mayur Kamat (CPO at N26) May 22, 2025 · 1 mention

  • ▶ 3:51 Brandon Foo First, AI products need contacts from their customers' business data, such as Google Drive files, Slack messages, or CRM records.

Inside Devin: The AI engineer that's set to write 50% of its company’s code this year | Scott Wu May 4, 2025 · 7 mentions

  • ▶ 1:30 Lenny Rachitsky Unlike other AI tools that I've highlighted on this podcast, Devin is designed to act like an actual remote engineer that you chat with like you would with any other human engineer through Slack or through its dedicated website.
  • ▶ 4:25 Brandon Foo First, AI products need contacts from their customers' business data, such as Google Drive files, Slack messages, or CRM records.
  • ▶ 6:24 Scott Wu And so you can tag Devon on an issue in Slack, you know, you're talking about an issue and you tag Devon, you can tag Devon in linear, you can have Devon and Devon will make pull requests in your GitHub. 2 times in the scene
  • ▶ 49:24 Scott Wu You know, we had the workflows that we used Devin for, which was very much, as you can see, for, you know, basically integrating to our Slack and GitHub, making pull requests, uh, for us in our repos, responding to issue reports or, or…
  • ▶ 56:51 Scott Wu You know, you want to be able to talk to Devin in Slack.
  • ▶ 59:26 Scott Wu I'll start a session with Devin in Slack and I'll say, Hey, you know, it'd be cool if we could do this thing.

The rise of Cursor: The $300M ARR AI tool that engineers can’t stop using | Michael Truell May 1, 2025 · 3 mentions

  • ▶ 6:07 Michael Truell And it's kind of like this, you know, chatbot, Slackbot style where you're talking to your engineering department.
  • ▶ 21:13 Lenny Rachitsky A big part of the future is also going to be AI engineers that are just sitting in Slack and just doing things for you. 2 times in the scene

Inside monday.com’s transformation: Radical transparency, impact over output, & the path to $1B ARR Apr 27, 2025 · 1 mention

  • ▶ 24:29 Daniel Larea But, you know, one day, like, in this, like, it's a, we, we use a Slack channel in which, uh, one of our internal systems, Big Wayne, is sending us these messages every day, and then we have conversations about it, ok?

Everyone’s an engineer now: Inside v0’s mission to create 100 million builders | Guillermo Rauch Apr 13, 2025 · 4 mentions

OpenAI’s CPO on how AI changes must-have skills, moats, coding, startup playbooks, more | Kevin Weil Apr 10, 2025 · 1 mention

  • ▶ 10:52 Kevin Weil And then like another 10 minutes, you're bored, you're doing email on your phone, answering Slack messages, and you know, suddenly this miracle of human invention is just an expected part of your life from then on.

Become a better communicator: Specific frameworks to improve your clarity, influence, and impact Apr 6, 2025 · 12 mentions

  • ▶ 0:40 Wes Kao If you're just shooting off a message in a Slack channel with 15 other people and it's confusing, you didn't include information you should have included, there's going to be a bunch of back and forth.
  • ▶ 10:01 Wes Kao So verbal being meetings, conversations, presentations, and written being emails, strategy docs, notion docs, slack messages, text messages, um, those two categories broadly.
  • ▶ 12:06 Wes Kao We've all put a Slack message in a channel and got crickets and tumbleweed.
  • ▶ 23:32 Wes Kao That's secondary, you know, and maybe you have your primary message in Slack, and then within the thread, add, you know, some of the secondary stuff, right? 2 times in the scene
  • ▶ 36:33 Wes Kao I often hear people think, well, you know, this individual instance, this individual email, the Slack message is not worth spending a couple more minutes on. 3 times in the scene
  • ▶ 40:42 Lenny Rachitsky You mentioned Slack. 3 times in the scene
  • ▶ 58:40 Lenny Rachitsky So stick a post at somewhere when you're about to share something in Slack and ask somewhere for something, present in a meeting, send a strategy, and just think about for a few seconds, what might be the most obvious objection to what I'm…

How to win in the AI era: Ship weekly, embrace technical debt, ruthlessly cut scope, and more Mar 27, 2025 · 1 mention

  • ▶ 24:53 Lenny Rachitsky Yeah, Devon's basically, I think it's 500 bucks a month, and it's like an AI engineer that you just chat with in Slack.

Making and Leading Products People Love (Scott Belsky) | Lenny & Friends Summit 2024 Dec 11, 2024 · 3 mentions

Identify your bullseye customer in one day | Michael Margolis (UX Research Partner at GV) Dec 1, 2024 · 3 mentions

  • ▶ 1:10:20 Michael Margolis Maybe make you lean out a little bit, or maybe you check your Slack or you're looking at email or something. 3 times in the scene

Behind the product: Replit | Amjad Masad (co-founder and CEO) Nov 21, 2024 · 1 mention

  • ▶ 22:08 Lenny Rachitsky What I love about just like watching you interact with this thing and just real quick all throughout, it feels like an engineer, like that is behind the scenes building this thing, like on Slack and just talking to them.
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