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Atlassian Everything Podcast

Why Teams Fail: Too Much Hype, Not Enough Habits.

28 Oct 2025

Description

Why do so many teams keep switching tools — and still fail?Jira. ClickUp. Notion. Monday. New platform, same chaos.In this episode, Gray MacKenzie (ClickUp expert, ZenPilot) and Josh Golosinkiy (Jira expert, GRYD.IO) break down the uncomfortable truth:💥 It’s not about tools.💥 It’s not about features.💥 It’s about habits, process, and discipline.We go deep on:• Why teams switch from Jira to ClickUp (and back again)• The hidden cost of tool fatigue• Why “flexibility” often creates chaos• How AI is exposing — not fixing — bad workflows• The difference between process maturity and tool addictionContrarian POV:“You don’t need a new tool. You need new habits.”If you’ve ever felt like your tech stack is growing but your output isn’t — this one will hit hard.

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