I Asked AI to Plan My Life for 30 Days — Here’s What Happened (and what I’d do differently)
What happened (the honest version)
AI did three things exceptionally well:
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Removed decision fatigue (fewer micro-decisions)
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Turned vague goals into schedules (time blocks, checklists)
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Created reflection loops (weekly review prompts)
And it struggled with:
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Over-optimistic scheduling (it assumes you’re a robot)
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Context blindness unless you feed it constraints
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The temptation to “plan” instead of ship
Tools that make this experiment easier in 2026:
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ChatGPT for planning + decision support OpenAI+1
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Notion’s evolving “life hub” direction (databases + AI workflows) TechRadar
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Gemini in Workspace for day-to-day doc/email production Google Workspace+1
The 30-day framework I recommend (steal this)
Rule 1: AI doesn’t set goals. You do.
AI is the operating system, not your purpose.
Rule 2: One metric per domain
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Health: workouts/week
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Wealth: revenue/week or pipeline/week
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Relationships: quality time blocks/week
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Craft: hours of deep work/week
Rule 3: Constrain the calendar
Tell AI:
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Non-negotiables (family, sleep, travel, sacred blocks)
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Energy profile (peak focus hours)
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Maximum meetings/day
Rule 4: Daily “Minimum Viable Day”
Ask AI to generate:
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1 must-win task
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2 maintenance tasks
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1 recovery task
Rule 5: Weekly review (15 minutes)
Have AI ask you:
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What created revenue?
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What created energy?
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What drained energy?
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What will I stop doing?
The biggest lesson
AI is a mirror. If you feed it chaos, it will return organized chaos. If you feed it clarity, it returns momentum.
References: OpenAI on how people use ChatGPT for decision support OpenAI; Notion’s expanded 2026 productivity usage TechRadar; Google Workspace with Gemini Google Workspace+1.
Also read: Measuring the Success of Your Email Campaigns: Five Top Tips and Strategies for Entrepreneurs
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