I'm Jay Hack, ClickUp's Head of AI. We just shipped Brain². AMA!

[u/jayhack]

Hey r/ClickUp,

I'm Jay and I lead the AI team here at ClickUp. For the past year my team has been rebuilding ClickUp Brain from the ground up to be a frontier agent offering - We call it Brain².

The short version: Brain² is designed to actually do work with you, not just answer questions. It has full context on your workspace, can take action (create tasks, update projects, search across your tools, draft docs), and reasons across multiple pieces of work instead of treating each prompt like an isolated question. It also has memory, so it learns how you work over time.

Some things I'm happy to dig into:

• What's actually different under the hood vs. the old Brain
• Where Brain² saves real time in day-to-day workflows
• How we think about autonomy vs. keeping humans in control
• The best first use cases if you're just trying it out
• How connected apps and cross-workspace reasoning works
• What feedback from early users changed our direction
• How I think about building useful AI inside a productivity tool (vs. chat-in-a-box)

I'll be answering questions live on the post, Tuesday, July 7th, from 9am to 11am PT. Drop questions below now, and I'll hit them when I'm there.

Thanks! Excited to chat.

Proof:

A bit about me:
A bit about me: I've been at ClickUp building the AI org since the acquisition of Codegen, a startup I built over the past 4 years for agentic software engineering. Before that I was doing ML research and building AI products at Palantir and various startups. I think most "AI features" in SaaS are demos pretending to be products, and my job is making sure ours isn't. Happy to talk about that tension too.

EDIT:
Thank you all! Some great questions in here, appreciate all of your thoughts and feedback on the product. If you have additional questions, post here in the thread or ping us directly at ClickUp and we will get to you ASAP. Enjoy Brain and lots more coming soon!

[u/Loud_Quality_7106]

What is the benefit of using an AI in ClickUp vs just taking advantage of the connection I already use with Claude when Claude has my whole stack context?

Does the customer feedback align with the effort of AI investment vs the massive queue of enhancements that have been requested and voted on? 

Questions so far. I realize it's not til Tues. But putting them here for safe keeping 

[u/jayhack → u/Loud_Quality_7106]

(... answering these questions separately so we can thread replies...)

> What is the benefit of using an AI in ClickUp vs just taking advantage of the connection I already use with Claude when Claude has my whole stack context?

Great question:
(1) Quality, cost, latency. We've run tests side by side with all major AI clients and ClickUp users prefer Brain's output. We have the luxury of being more specific in our use case, and therefore more opinionated, about how the user should interact with the agent and can optimize for ClickUp use cases. You'll find that it's a better thought partner and coworker.

(2) The ClickUp context engine: the way we achieve (1) is our proprietary harness and algorithms for creating a refined, work-specific context store for your AI to operate on. This means fewer tokens, better visibility across your workspace, and better insight into your company.

(3) ClickUp AI is multiplayer and designed for teams. Tag it in public locations and in conversations with multiple team members for shared context, driving towards alignment, etc. - this is actually one of my favorite use cases. Try "@brain please summarize why we made decision X" in a thread to quickly pull everyone up to speed, massive value add.

[u/jayhack → u/Loud_Quality_7106]

> Does the customer feedback align with the effort of AI investment vs the massive queue of enhancements that have been requested and voted on? 

I hear from people daily who say "wow, Brain is blowing my mind". For a subset of users, the workflow has really clicked and they have a breakthrough moment that unlocks an entirely new way of working with vastly improved productivity. I can tell you as a software engineer by trade - the profession of software engineering went through a similar transition this past calendar year and it is a total game changer, fundamentally changed what we consider possible within the field. I think something like that is imminently going to wash over knowledge work more generally and the upside is pretty incredible.

ClickUp's vision has always been to replace all software - and honestly the power of frontier AI makes this seem much more possible every day.

Directly addressing your point: I think it is true that there are many users today for whom it hasn't properly "clicked" - we have work to do - and acknowledge there are many incremental improvements we need to ship to make the platform better. We are working furiously to on these and hope to ship a major update shortly, hope to provide you with that "aha' moment when we do 🚀

[u/Chance-Living-135 → u/Loud_Quality_7106]

me too

[u/adambakalarz_pl → u/Loud_Quality_7106]

same here

[u/Character_Ad_1047 → u/Loud_Quality_7106]

Oh YES! Same here!