Alex Will

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@DJ_CURFEW this is actually funny… people thought AI would remove effort, turns out it just rewards better thinking 😭

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?!

@DJ_CURFEW most people still thinking “what can AI do” and you’re like “this is what it does daily”

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. 👇

@DJ_CURFEW i feel stressed just reading your unread count.....but also impressed

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?!

@DJ_CURFEW The future belongs to systems that self-correct continuously.

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🍿

@DJ_CURFEW Everyone’s talking about AI doing the work. Not enough people are talking about who’s responsible when it goes wrong.

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?!

@DJ_CURFEW tools keep changing but the need for help doesn’t

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?

@ChrisClickUp Self aware brands always come out ahead

McDonald's CEO posted a video eating their new Big Arch burger. He took the smallest bite in corporate history. Then called it a "product." Twice. 4.5 million views. Not because people loved it. Because the internet couldn't believe a CEO looked that uncomfortable eating his own food. Buffalo Wild Wings jumped in. Ryanair jumped in. Dude Wipes jumped in. Everyone got their shot. But here's where it gets interesting: McDonald's leaned into it. They tweeted a photo of the Big Arch with the caption: "Take a bite of our new product." And just like that, a PR disaster became the most talked-about burger launch in years. The lesson isn't "go viral for the wrong reasons." The lesson is that when it happens, and it will, the brands that survive are the ones fast enough to laugh at themselves before everyone else stops laughing. Your response time IS your brand now.

@clickup Playbook

Here's how GVP Kyle Coleman built the system that tripled XDR productivity in 6 months. 200 calls per rep per day. Automated signal monitoring pushed directly into rep workflows. AI stitched into every handoff, every feedback loop, every touchpoint. Plus a relentless focus on eliminating the small friction points that quietly drain rep output. Kyle is breaking down the exact playbook for this AI transformation: the data, the tooling, the coaching, the operations. All of it. If you're leading a BDR/XDR team and headcount is the only lever you know how to pull, this one is for you. Comment "Playbook" if you want the secret sauce.

@ChrisClickUp Consistency is boring but it works

The 5 most underrated marketing skills in 2026 🧠 1. Speed of reply. The brands responding to comments in under 15 minutes are seeing 3x the engagement. Most brands take 24 hours. That's not a response, that's a RECEIPT. 2. Taste. AI can produce 100 pieces of content in an hour. Knowing which 3 are actually good is the entire job now. 3. Screenshot awareness. Every post will be screenshotted out of context. If it doesn't hold up alone, don't post it. 4. Saying no. The best content calendars have more things crossed out than published. Editing > creating. 5. Boring consistency. The flashy viral post gets attention. The brand that shows up every single day gets trust. Trust wins.

@ChrisClickUp Docusign got 10k employees, never understood why. It is just a document signature company

Unpopular opinion: most marketing teams are too big 🔥 10 people creating average content will ALWAYS lose to 3 people creating undeniable content. AI didn't cause this. It just made it obvious.

@ChrisClickUp Timing can only help till a point but your content should be good too.

The best time to post on social media is when nobody tells you to post ⏰ Every guru says Tuesday at 10am or Thursday at 2pm. You know what happens at Tuesday 10am? Every brand on earth posts at the same time. You're not competing with your competitors. You're competing with 10,000 other brands who all read the same "best time to post" article. Saturday nights. Sunday mornings. 11pm on a Wednesday. That's when your audience is scrolling with zero competition in their feed. The best time to post is when everyone else stopped.

@ChrisClickUp Using AI and then expecting people to trust, haha

Marketing in 2010: make a good product, tell people about it. Marketing in 2015: make good content, hope people share it. Marketing in 2020: hack the algorithm, optimize everything. Marketing in 2025: use AI to create more content faster. Marketing in 2026: wait, why does nobody trust us anymore? The answer was in 2010 the whole time.

@ChrisClickUp Comments section is where the trust builds

The brands posting and ghosting in 2026 are the same ones wondering why nobody engages 👻 You posted at 9am. It's now 2pm. 47 comments. 0 replies from you. That's not a content strategy. That's a monologue. The algorithm literally tracks whether you reply to comments. It factors response time into reach decisions. So every time you post and disappear, you're telling the algorithm "I don't care about this conversation." And the algorithm says "Cool, neither will anyone else." Post less. Reply more. That's the whole strategy.

@ChrisClickUp 🙌🙌

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.