From chaos to contro| Helping you simplify project management for you with @clickup!

Joined May 2023
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18 May 2023
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Alex Will retweeted
Replying to @mardehaym
This is exactly why we built AI agents natively inside @clickup instead of relying on MCP alone. Our agents call tools in parallel, not one-by-one. MCP is great for extensibility, but the core agent experience needs to live inside the platform. Sequential tool calls in 2026 is crazy.
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Native context feels like a huge advantage. The less time an agent spends reconstructing state, the more time it can spend actually solving the problem.
Replying to @mardehaym
This is exactly why we built AI agents natively inside @clickup instead of relying on MCP alone. Our agents call tools in parallel, not one-by-one. MCP is great for extensibility, but the core agent experience needs to live inside the platform. Sequential tool calls in 2026 is crazy.
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Alex Will retweeted
Today we reduced headcount by 22%. The business is the strongest it's ever been. So I think it's important to be direct about what I'm seeing and why. First, I made this decision and I own it. I did it because the way to operate at the highest level of productivity is changing, and to win the future, ClickUp needs to change with it. Second, this wasn't about cutting costs. Most savings from this change will flow directly back into the people who stay. We'll be introducing million-dollar salary bands. If you create outsized impact using AI, you'll be paid outside of traditional bands. Most importantly, I have the deepest gratitude for those affected. We're doing this from a position of strength specifically so we can take care of people properly. Everyone affected receives a package aimed at honoring their contributions and easing the transition. I only see two options: wait for this to play out gradually in the market or be honest about what I'm seeing and act proactively. THE 100X ORGANIZATION The primary change is that we're restructuring around what I call 100x org. The goal is 100x output. The roles required to build at the highest level are fundamentally different than they were a year ago. Incremental improvements to existing systems won't get us there. We need new ones. That means creating enough disruption to rebuild rather than iterate on what's already broken. The common narrative is that AI makes everyone more productive. It doesn't. Many of the workflows of today, if left unchanged, create bottlenecks in AI systems. These roles will evolve. But waiting for that to happen naturally means falling behind now. The 100x org is actually heavily dependent on people - infinitely more than today. This is only possible with 10x people that have embraced and adopted new ways of working. THE BUILDERS, AGENT MANAGERS, AND FRONT-LINERS — THE BUILDERS: 10X ENGINEERS I don't think most companies have internalized what's actually happening with AI in engineering. The common narrative is that AI makes all engineers more productive. That may be true in isolation, but at an organization level - that is the farthest thing from reality. Here's what we've validated recently at ClickUp: the great engineers, the ones who can orchestrate, architect, and review, are becoming 100x engineers. They're not writing code. They're directing agents that write code. The skill is judgment. AI makes the best engineers wildly more productive, and everyone else using AI slows these engineers down. Think about it - the bottlenecks are (1) orchestration - telling AI what to do, and (2) reviewing - what AI did. Everything is leapfrogged and no longer needed. So who do you want orchestrating and reviewing code? And how do you want your best engineers to spend their time? If your best engineers are spending time reviewing other people's code, then this is inherently an inefficient bottleneck. These engineers can review their agent's code much faster than reviewing human code. The new world is about enabling your 10x engineers to become 100x. The wrong strategy is to push every engineer to use infinite tokens. Companies doing this are celebrating 500% more pull requests. But customer outcomes don't match the volume of code being generated. I call this the great reckoning of AI coding, and every company will face this soon if not already. More code is just another bottleneck to the best engineers, and ultimately to your company's impact as well. — THE BUILDERS: 10X PRODUCT MANAGERS Product management and design roles are merging. Designers that have customer focus, become more like product managers. And product managers that have intuition for UX become more like designers. The bottleneck of user research is gone. It takes us just one mention of an agent to kickoff research and analyze results. The bottleneck of product <> design iteration is also gone. The product builder iterates on their own, along with agents and skills that ensure alignment with quality and strategy. Also controversial today - I believe that the wrong strategy is to have your PMs shipping code - that just introduces another bottleneck that the best engineers will waste their time on. To be clear, PMs should be coding but they should do this in a playground to iterate, validate, and scope. That code should not go to production. Everything outside of managing systems, orchestrating AI, and reviewing output becomes a bottleneck. That's why the other roles that are critical along with these are the systems managers (to reduce bottlenecks) along with a bottleneck you can't replace - customer meeting time. — THE SYSTEM MANAGERS Ironically, the people that automate their jobs with AI will always have a job. They become owners of the AI systems - agent managers. We have many examples of these people at ClickUp. The underlying systems in which we operate are absolutely critical to get right. I think most companies are delusional to think they can iterate on existing systems and compete in this new world. You must create enough disruption so that old systems are deprecated entirely. If there's any definition for 'AI native' that's what it is. — THE FRONT-LINERS In a world that will become saturated with AI communication, the human touch will matter more than anything to customers. This is a bottleneck that you shouldn't replace - even when agents are high enough quality to do video meetings. One-on-one meeting time with customers is something that shouldn't be automated. The systems around the meetings should be - so that front-liners spend nearly 100% of their time with customers. REWARDING 100X IMPACT In a world where companies are able to do so much more with less, where does that excess money go? In our case, much of the savings in this new operating model will flow directly back to those that enabled it. We must reward people that create productivity accordingly. This aligns incentives on both sides. Plus, in a world where your best people create 100x impact, you can't afford to lose them. You should aim to retain these employees for decades. The context they have and their ability to efficiently orchestrate and review will be nearly impossible to replace. Compensation bands of today should be thrown out the door. We're introducing $1 million cash/year salary bands with a path available to nearly everyone in the company if they produce 100x impact by creating or managing AI systems. THE FUTURE Nearly every company will make changes like these. The ones that do it proactively will define what comes next. The future is not fewer people. It's different work, new roles, and better rewards for those who embrace it. We're already seeing entirely new roles emerge, like Agent Managers, that didn't exist a year ago. ClickUp is positioning to lead this shift, not just internally, but for our customers too. I've never been more certain about where we're headed.
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Alex Will retweeted
"Someone is going to build a worldclass 'Brain' for enterprises & make a stupid amount of money." We did. It's actually called Brain @businessbarista. 100 connected apps. 100% work context. Acts ambiently throughout your workflows. And it just one-shotted this response to your message (watch video 👇) Let me know if you want a personal demo.
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Alex Will retweeted
ClickUp now employs over 200,000 AI agents. This is after just WEEKS of customers vibe coding full-blown TEAMS of AGENTS, themselves. But there's a problem. We found that most of our customers have NO CLUE where to start. This is their very first time ever managing an agent. What I realized is: simply start with a PROBLEM. Just tell the Super Agent Builder about your problems... about where you're wasting time... about what you wish you could do but you can't because of resource constraints. We've also found that human feedback and iteration is KEY. After agents are done with their jobs, give them feedback... just like you do with PEOPLE! Was it good? Was it bad? What do you want to see differently? They automatically self-improve. Every time, they'll continuously get smarter. Everyone talks about decisions but the real leapfrog is FEEDBACK. This is where agents go from average intelligence to SUPER-human intelligence within weeks of working with them. What feedback have you given your agents?!
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Alex Will retweeted
Mark Zuckerberg is building an AI agent to help him be CEO. I've been doing this for MONTHS. Here are the agents I use DAILY as CEO of 1,300 employees. 👇
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Alex Will retweeted
I built an AI agent that delivers me the newspaper. How freaking IRONIC. But it's the one that saves me the MOST TIME. I turned all of my push notifications OFF, except for my Digests Super Agent. I stopped reading emails. 1,035 unread. I stopped reading chat messages. 4,302 unread. My Digest agent compresses everything I need to know across my entire 1,300 person company into a format my brain actually processes easily. A newspaper. It pulls from my email, channels, tasks, and dashboards, distilling everything important into themed digests every couple of hours. This allows me to stay in founder mode at scale even though I get hundreds of notifications a day. Most of us drown in information. The way to scale is COMPRESSING and DIGESTING only what matters. And making it something you will ACTUALLY read. Anyone else done something like this?!
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Alex Will retweeted
What's the real moat in AI? It's not your model. It's not your inference. It's your HUMANS. Human engagement. Human feedback. I break it down in this video🍿
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Alex Will retweeted
The org chart as you know it is DEAD. We used to manage tasks. Then we managed people doing the tasks. Then we hired people managers. Now? The whole cycle is resetting. We're assigning tasks to AI. We're managing agents doing the tasks. Next is hiring agent managers. Everyone's talking about job loss - without realizing how many NEW jobs are being created. The next major job category? Humans who manage agents. That's their entire job. We're already doing this at ClickUp. 2 human agent managers. For over 3,600 super agents. And 1,300 employees. And as our agents grow exponentially - will we have 10 agent managers? 100? More? Everyone thinks agents will manage other agents. That's ridiculous at scale. What actually matters is human judgment. Human subjectivity in reviewing agent work. That's irreplaceable. Our org chart is already converged. People manage agents, and humans. Agents manage agents, and humans. And some people ONLY manage agents. That's the new org chart. (see below 👇) Does your org chart look like this yet? Does ANYONE ELSE have HUMANS that manage agents?!
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Alex Will retweeted
Everyone keeps talking about vibe coding replacing engineers. Killing software companies. I've been hearing it for months. From investors, founders, everyone. Before I got so deep into AI, maybe there was a period of time I wondered if they were right. But this is just RIDICULOUS. We've literally seen this movie ALREADY, haven't we? WEBSITES. We've had website builders for DECADES. Squarespace. Wix. WordPress. Every tool imaginable to "just do it yourself." Nearly no one does. They hire someone to use those platforms for them. Software will follow the exact same pattern. When you make it 10x cheaper to build software, you don't kill software, you create MORE DEMAND. You make the unit economics work for ANY business in the world to configure their own custom software. The local gym. The family restaurant. The contractor down the street. They couldn't afford custom software before. Now they can. A new renaissance of agencies will be created that become service providers for those businesses that previously could never be served efficiently. And an even greater economy of those that implement and manage agents for these businesses will proliferate. Furthermore, most of these solutions will actually be implemented on top of horizontal software platforms. More on this to come. To be clear, lots of stuff will be blown up. Vertical software dies. Humans shift to managing agents. But this is FAR from the end of software. This is just a NEW BEGINNING. Disagree?
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Alex Will retweeted
Here's exactly how we think about content at ClickUp 🎯 We don't start with "what should we post." We start with "what is our audience feeling right now that nobody is saying out loud." Then we make that the post. The HR mop video? Everyone hates HR meetings but nobody says it. 6.3M views. The age question video? Everyone has been in that awkward moment. 12.7M views. They didn't teach anything. They didn't sell anything. They didn't mention ClickUp once. Validation > education. Feelings > features. Relatability > reach. If your content strategy starts with your product, it ends with your audience scrolling past.
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Alex Will retweeted
"I will learn to code and I will create a BILLION dollar idea with this laptop." I wrote that in 2013. I bet EVERYTHING on that laptop. I built a business that generated almost $3m cash. Then I shut it down overnight. And I bet it ALL on ClickUp. Every cent. I bet on our team. I bet on moving to Silicon Valley. A house we could barely afford. 5am standups. Building something nobody else could see. Every bet got BIGGER. Today, some say it paid off. 1,300 employees. 3,200 agents. Multi-billion-dollar valuation. But I'm not done. My message to our company: GO ALL IN. I'm betting the entire company on what I see as the future of software and AI - CONVERGENCE. But that's how it's always felt. Right before the bet hits. If you're sitting there with your own laptop, your own crazy idea, and everyone thinks you're nuts... Bet on it. What was your bet?
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Alex Will retweeted
Everyone calls themselves an "AI company" now. But it's mostly smoke and mirrors. Users decide who's legit and who's just great at shiny demos. G2 just awarded ClickUp for: 🏆 Best AI Software Products 🏆 Best Agentic AI Software Products Real users. Real AI value. REAL AI adoption. The promised land of AI in B2B can only be reached with 100% context AND 100% human engagement. You need BOTH. Nobody else has these contextual feedback loops that we do. You can't retrofit this. Convergence of software is the only way. Convergence of humans and agents is what's happening in real time in ClickUp. Our infrastructure now delivers hundreds of thousands of agents the context they need to turn AI from artificial into INTELLIGENT. User validation means more to me than any award. We're onto something. Infinite gratitude to our team and every single user who's using Super Agents to scale themselves and their teams 💜
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Alex Will retweeted
Q4 just closed officially, and numbers are in. 11 straight quarters of beat at @clickup 4 years ago, we were strongly advised to focus on only one growth engine. But it always felt like a false choice. We instead, invested in both. Such is the power of ClickUp's twin growth engine, they supplement each other In Q1 last year, SLG 🦸 → coming out of Q4, we delivered a very strong quarter In Q2 last year, PLG ⚙️ → record levels of signup In Q3 last year, PLG 🦸 → record continues heavy AI monetization In Q4 last year, SLG ⚙️ → what a way to end the year! We take pride in rejecting conventional wisdom and thinking from first principles. Yes, it's HARD to run both engines. But it's not impossible. We're proving that the effort is worth it. This strategy isn't just about reaching metrics; it's about building a resilient business model that's equipped for any market condition. Stay tuned as we continue to redefine the possibilities of growth.
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Alex Will retweeted
CEO: 23% of super bowl ads were AI related this year Head of Marketing: and anthropics ad scored in the bottom 3% of all super bowl ads in the last 5 years CEO: how is that possible. they had the best positioning in the entire AI industry Head of Marketing: because they ran a negative ad attacking openai. during the super bowl. where people showed up for beer and puppies CEO: the room wanted entertainment and they delivered a tech industry beef Head of Marketing: iSpot surveyed 500 people. the most common reaction was literally "wtf" CEO: so the strategy was right but the venue was wrong Head of Marketing: meanwhile google showed a mom and her kid picking paint colors for their first house. ranked #1 overall CEO: no product specs. no competitor attacks. just a feeling Head of Marketing: $7 million buys you 30 seconds. what you do with it reveals whether you understand your audience or just your own pitch deck CEO: read the room before you write the ad Head of Marketing: the most expensive lesson in marketing
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Alex Will retweeted
Jan 30

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Alex Will retweeted
ClickUp now employs over 100,000 AI AGENTS for our customers. This is from just THREE WEEKS of customers vibe coding full-blown teams of agents, THEMSELVES. BUT there's a problem. Since Super Agents are built agnostically, horizontally, and deeply capable with human-level abilities, you can literally build an agent for anything. We found that MOST of our customers have NO CLUE where to start. This is their very FIRST TIME EVER managing an agent. What I recommend is starting with a PROBLEM. Everybody can think of a problem they have. Just tell Super Agent Builder about your problems... about where you're WASTING time... about what you WISH you could do but you can't because of resource constraints. We've also found that human FEEDBACK and iteration are KEY. After agents are done with their jobs, give them feedback... Was it good? Was it bad? What do you want to see differently? They AUTOMATICALLY SELF-IMPROVE. Every time, they'll continuously get SMARTER. Personally, I find that agents go from AVERAGE intelligence to SUPER-human intelligence within about a month of working with them. Super Agents have truly democratized productivity, empowering literally anyone to build personalized, powerful agents in minutes. What problems do you wish you could solve? What do you not have enough time to get done? What would you like to do but don't have the resources for? What busy work do you wish you could get rid of?
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Alex Will retweeted
To the 415 Fortune 500 companies that use ClickUp: Thank you for trusting us. We’ll never stop creating productivity for you. To the other 85: See you soon.
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Alex Will retweeted
The team has been cooking on our new brand. Incredibly proud of this new era of ClickUp. World-class work by our design team duo @sahkyo_studio!
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Alex Will retweeted
insane that everyone on X seemingly believes that normal people will build their own software. insane, knowing that it takes minutes to do and cost dollars. insane, knowing that we've had website builders for decades - and no average person builds their own website.
Replying to @DJ_CURFEW
insane
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