The feature that wins every review is also where new signups get lost.

The Pitch: Where I'd Start

I'd start with exactly what I already mapped: where ClickUp's own marketing site previews the exact complexity that becomes the onboarding challenge, and what it would take to prove Brain² adoption against the 96% AI-adoption-failure number ClickUp already cites on its own homepage. Read the teardown →

The broader move is sequencing, not hiding. ClickUp's depth is real and it's the actual differentiator, so the fix is showing the right slice first, a solo signup versus a team lead, then letting the rest surface as it's earned.

The same instinct applies to Brain² specifically: define the exact event that counts as value delivered, not just feature exposure, then trigger it at the moments a user is doing something manually that AI could shortcut.

The Proof

I mapped ClickUp's actual pre-signup experience and drafted a measurement spec for Brain² adoption, both built from ClickUp's own public site and messaging, not a hypothetical. Read the full teardown and spec →

At Reform, I owned a PLG funnel post-acquisition: an 18% lift in onboarding activation, and a phased freemium-to-paid lifecycle sequence that converted 72% of legacy free users to paid, precedent for sequencing beating a hard cutover. I also run 81 AI agent skills in daily production, 34 published open source, proof that AI as a force multiplier is already how I work.

Let's talk about ClickUp.

If this is the right problem for you, I'd like to talk about it directly.