Question 1: What does “chaotically organized” mean to you? Can you describe a time you felt this way?
Question 2: Why do you think so many habit-builders and productivity gurus assume one size fits all routines?
Question 3: What schedule systems have you tried that didn’t work? Why did they collapse?
Question 4: On the flip side, what do very strictly organized people actually gain, and what do they sacrifice?
Question 5: Is it better to have some structure rather than perfect structure? Why?
Question 6: How can we set deadlines or activities in a way that reduces burnout and quitting?
Question 7: What role does self-kindness or self-judgement play when we don’t meet our own expectations?
Question 8: If you were designing a schedule for you, knowing you’re not a “routine machine”, what would it look like?
Question 9: How do you deal with unexpected interruptions or “life happens” chaos?
Question 10: After this session, what one change might you try to make your schedule feel less chaotic?