Never touching another car ever again.
I thought I was buying a Tesla.
I was wrong.
I did not buy a car.
I bought the safest, most customizable chauffeur on the planet.
That realization does not hit when you are ordering it online. It does not hit during delivery. It hits a few minutes after you slide in, set your profile, set that address to home, tap the lil blue button, and let the car show you what it has been seeing the whole time.
At first, the car might startle you. Little brake checks. Small adjustments. A maneuver you did not expect. Your brain goes, what was that?
But then you start looking around more carefully.
A car edging out.
A person near the curb.
A cyclist.
A brake light two cars ahead.
A strange angle in traffic.
A car behind the bus the car saw 2 seconds go.
And suddenly it clicks.
The car is reacting to things I used to miss.
That is the part nobody really prepares you for. Tesla does not just change how you drive. It changes how you understand driving. You start to realize how much of the road you were not truly seeing.
Every day, every trip, every lane change, every intersection, we convince ourselves we are taking it all in.
Then this car shows you just how much is happening outside your normal attention.
Once that happens, the little moments stop being scary. They become educational. You stop thinking, why did it do that, and start thinking, what did it see that I did not?
And more often than not, there is something there.
It does not drive like a distracted person.
It does not get impatient.
It does not text.
It does not get road rage.
Ego-free driving that just observes, calculates, and tries to do the safest thing available.
I have watched it handle situations in a way that made me respect the machine more every time.
A deer near the road.
A car next to me.
Traffic moving fast.
A person might swerve. A person might panic. A person might overcorrect. Tesla does not do that. It bleeds off speed. It weighs the surroundings. It tries to reduce harm instead of creating a bigger problem.
That is when I started thinking about safety differently.
Tesla feels like it cares about life. All life. People, animals, pedestrians, cyclists, whatever is around it. I have never seen anything avoid living creatures the way Tesla does.
And in the event you actually are in a crash, you are sitting inside the brick that is every Tesla.
The safety side of this is wild. The center of gravity is so low that rolling one over takes a serious, dramatic event. The structure feels planted. Heavy. Solid. Intentional.
Then you start thinking about the cameras and software. The same systems helping the car drive are also helping the car understand the world around it.
It is not just waiting to be surprised.
It is watching.
It is learning from real world data.
It is improving from an absurd number of miles and situations that no individual driver could ever experience alone.
That is the data moat people talk about, but when you own the product, it stops being some business term. It becomes personal.
The airbags, seat belts, sensors, and software are all part of one safety story. They are not separate little features thrown into a car. They are connected. They are part of a system designed by people who clearly obsess over what happens before, during, and after danger shows up.
And then, because Tesla is ridiculous, that is only half the story.
First time properly testing Tesla FSD this past week. For those who haven't tried: enter a location on the map and the car takes you there automatically.
v14.3.3 is wild. Parking still needs work, but the productivity gain is insane: calls, meetings, thinking, vibe coding ideas.
You get used to it surprisingly fast. From now on, I'll only drive traditional cars mostly for fun, not because I have to.
Building apps has never been easier.
With Sites, Codex can turn your work, ideas, and plans into an interactive website or app your team can explore, use, and share with a URL.
Rolling out to Business and Enterprise plans, before expanding more broadly.
I'm not an investor and can't buy individual stocks, (and don't take this as advice) but... if there's any company that seems to very obviously be worth well over $1 trillion...
Congrats and a huge thank you to the SpaceX team that always delivers. This was an incredible first flight of a brand new vehicle. Our collective future flying amongst the stars has become so much closer.
A doorbell camera captures two Soldiers—one a battle-hardened Sergeant Major, the other an officer—standing at a family’s door in full dress uniform. They wait with quiet dignity, heads up, eyes steady. The weight of what they’re there to do is written on their faces.
They’re not delivering good news.
As we approach Memorial Day, it’s easy to post flags and barbecues. But this is the real cost. Since our nation’s founding, as many as 1.4 million American service members have made the ultimate sacrifice—fathers, mothers, sons, daughters, brothers, sisters—who never came home.
Every Gold Star family knows that knock. Every folded flag, every name on a wall, every empty seat at the table carries a story of love, duty, and unbearable loss.
Tonight I’m praying for every family who’s ever answered that door. For every name we must never forget. And for the brave men and women in uniform who still carry the hardest mission of all: telling a family their hero is gone.
We owe them everything.
Freedom isn’t free. It’s given by the blood of patriotic heroes.
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.