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ClickUp was the first software whose AI integration was actually useful to me, but simple because its UX is so mind-bogglingly terrible that I'd rather give an LLM a minute to give me the information I'm looking for.

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I try to interface with ClickUp exclusively through the API/MCP whenever possible. LLMs have been a lifeline to having to use that UI. At one point their search was so bad that I wrote my own search by scraping the existing tickets/docs and then setting up webhooks to get future updates and indexing it myself in sqlite and beating their search both in speed (by a count many seconds, sometimes there's would timeout) and in quality most of the time.

But really I live on bookmarks to get to the handful of places I want to go because I hate navigating their UI and the MCP so I can just have Claude move around tickets, log new ones, update statuses, etc.

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