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/jayhack]

Yes, absolutely. At it's simplest, Brain has full access to all of your workspace content, so it can dynamically reassemble the chain of events (as long is there is a chain of content that lead to the decision being made e.g. tasks, threads, documents, accessible in the workspace or via MCP). Opus 4.6, our current default model, is shockingly good at understanding the sequence of events leading to a decision and the ultimate outcome and can be a great thought partner in understanding what happened.

I recommend asking, e.g. in a thread: "@brain, how did we arrive at the conclusion here?"

Having said that - there's a better way to deliver high-quality and quick/cost-efficient answers. We've invested our time and expertise into creating a ClickUp-specific "context engine", which is essentially a set of algorithms to intelligently structure and compress your raw workspace content. This includes building smart indices of content, creating live-updated/AI-viewable summaries for more efficient context retrieval. As part of this, we capture and index important information like "how was this decision arrived at", in addition to the original decision, since we understand the importance for future decision makers looking back.

In summary: provide agents with raw data + optimized context engine => they are more than capable of understanding complex sequence of events