DaMan 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.
DaMan retweeted
For anyone in AI, it can be very useful to track AI progress through the lens of disruptive innovation, popularized by Clayton Christensen.
As a reminder, with disruptive innovation, a new technology or product will initially seem inferior for most needs of the market, but at least be cheap and simple enough for the lowest-end use cases of the market.
Initially it is perceived as not good enough for the more advanced use cases, and is rejected or ignored by the most important customers. Then, over time, the technology improves and incrementally solves more and more problems for customers. Eventually, after enough cycles of improvement, in most cases the new innovation exceeds all of the customers needs, often at a lower price point or with improved service. Of course, by then, for incumbents that didn’t respond, it’s far too late.
In the case of AI, it’s useful to look at the rate of improvement in both the underlying models *and* the applications that use these models. Both improve at slightly different rates since there’s almost always a lag from the time of an AI model breakthrough to an applied use-case (e.g. an LLM may be good at generating code, but an AI code editor has to integrate that model and create features to make the model useful).
On the model front, the rate of improvement has clearly been incredible. In just the past few years, we’ve gone from LLMs being only useful for basic text generation with a high rate of made up facts, to advanced reasoning models that are good at math and logic, and can complete entire tasks using agentic workflows. We’ve seen similar rates of improvement in audio, video, and images as well, all with profound changes in the past few years. These models are now performing at or better than most humans on a number of task types, and we’re still seeing major improvements happen regularly.
Thus, we can expect the same type of improvements to eventually happen at the applied AI layer, often just with a bit of lag from the model improvements. Take for instance the early breakthroughs in AI leading to autonomous cars. At first it seemed like an implausible goal, but these cars are now ubiquitous in SF and probably will be everywhere in the next decade. We’re seeing or will see similar curves in the applied AI layer with AI coding software, customer service, legal work, healthcare services, new search products, robotics, and more.
The biggest mistake when watching a disruptive innovation cycle play out is to assume that because something can’t be done with the technology today, it will remain that way in the future. In fact, some of the biggest opportunities will be in areas that specifically *can’t* fully be solved by AI today, giving disruptors a chance to get early inroads in parts of the market whose use-cases are less complex. Then, over time, the provider will just keep improving and follow the rate of model improvements to take over more of the market.
Ultimately, the key is to not mistake what is possible today with what is possible tomorrow, and plan accordingly.
DaMan retweeted
We're sorry to hear about Bench shutting down, particularly coming into tax season.
As a company that specializes in solopreneur finance (formation, accounting, tax and payroll) we know that this time of year is stressful as is. If Collective can support or help you and your business in any way, please join one of our Q+A sessions, or reach out to me at hooman@collective.com.
If we're a good fit for your business, use the code HERETOHELP to get a discount off of your membership.
We have years of experience working with former Bench customers and our team is working through the weekend to help any small businesses who need urgent help. We're here to support you.
If you're an employee that was impacted, we also have lots of job openings at collective.com/careers.
DaMan retweeted
The market is in tough shape. Nothing you can do about that.
VCs are taking a lot of meetings and not writing many checks. Nothing you can do about that.
The only things you can control are 1) Your growth rate 2) Your burn rate and 3) your messaging.
Focus on those.
DaMan retweeted
Last chance to register for today's session with @MartinBasiri from @ApplyBoard.
Thanks to our friends at @Artemis_Canada for sponsoring our Alumni Give Back event series.
eventbrite.ca/e/154870232033
DaMan retweeted
Since I got a lot of qs about $1k investment checks, I want to unpack this in today's thread.
Who is writing $1k investment checks? Why? Aren't angels rich? And who is taking these checks? And why? Isn't it a waste of time?
Read on >>
DaMan retweeted
I made some mistakes that cost me $75 million
Confession: I’ve passed on investing in 7 companies that are now worth billions
I let them slip away…
7 painful lessons learned (so you don’t have to make them):
DaMan retweeted
I'm often asked how a big company might crush a startup.
Well it's quite simple really, but few know the process:
DaMan retweeted
Square is considering making a hardware wallet for #bitcoin. If we do it, we would build it entirely in the open, from software to hardware design, and in collaboration with the community. We want to kick off this thinking the right way: by sharing some of our guiding principles.
Congrats @HannaFZaidi! 🙌
DaMan retweeted
Excited to announce @CollectiveFin's $20M Series A, led by @gcvp and joined by @aplusk @sound_ventures @expa @QEDInvestors @GradientVC. Excited to be able to help more businesses-of-one and focus on their passion, not their paperwork!
content.collective.com/Hooma…
DaMan retweeted
Today's tweetstorm is about accelerators. Should you do one? Which one? Is it worth the equity? How should you make the most of your time with one?
I speak from having gone through and also having managed a top accelerator.
Read >>
DaMan retweeted
Dear Whoever Needs To Hear This (I did, 3 years ago)
If your startup feels like you're pushing a boulder up a hill.
And you try this. try that. It just stays uphill.
You don't want to quit.. But time is ticking..
Ask yourself this question
DaMan retweeted
You barely notice high churn on the way to $2m-$3m ARR. You are just growing so fast, and are so new.
It starts to impact growth somewhere in the $5m+ range. Numbers are often still OK though.
At $10m ARR, high churn starts to stop growth
At $20m ARR, it can end your startup
DaMan retweeted
Lesson I learned over 5 years in venture & interviewing 2,600 VCs.
Best are shock absorbers. Whatever happens, good or bad, they moderate, listen & respond deliberately.
Worst are emotional, get upset or overly excited. This is so damaging.
Check your emotions at the door.
DaMan retweeted
Update: Each week throughout April and May, we’re scheduled to get a million doses of Pfizer’s COVID-19 vaccine. And in June, they’re moving up doses that were expected later this summer - which means we’ll get 9.6 million doses that month from Pfizer alone.
DaMan retweeted
The NBA is creating a "Blockchain Advisory Committee" to explore ways they can integrate blockchain across the league.
Members
— Joe Tsai (Nets)
— Mark Cuban (Mavs)
— Ted Leonsis (Wizards)
— Steve Pagliuca (Celtics)
— Vivek Ranadive (Kings)
— Ryan Sweeney (Jazz)
(H/T @Sportico)
DaMan retweeted
Founders: if your #startup is interested in raising from the 7,000 members of my angel syndicate, apply for @remotedemoday!
Our next pitch event is coming up on March 31st!
📝 bit.ly/35K2pIw
Remote Demo Day: March 31st. Apply Today!
DaMan retweeted
Big Announcement: We raised $33.6M for our second fund. We are so grateful to continue our work in serving our excellent founders, investors, and broader community of hustlers.
Thank you for all for permitting us to do this work!
forbes.com/sites/rebeccaszku…























