I Asked AI to Plan My Life for 30 Days — Here’s What Happened

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:

  1. Removed decision fatigue (fewer micro-decisions)

  2. Turned vague goals into schedules (time blocks, checklists)

  3. Created reflection loops (weekly review prompts)

And it struggled with:

  • Over-optimistic scheduling (it assumes you’re a robot)

  • Context blindness unless you feed it constraints

  • The temptation to “plan” instead of ship

Tools that make this experiment easier in 2026:

  • ChatGPT for planning + decision support OpenAI+1

  • Notion’s evolving “life hub” direction (databases + AI workflows) TechRadar

  • 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

  • Health: workouts/week

  • Wealth: revenue/week or pipeline/week

  • Relationships: quality time blocks/week

  • Craft: hours of deep work/week

Rule 3: Constrain the calendar
Tell AI:

  • Non-negotiables (family, sleep, travel, sacred blocks)

  • Energy profile (peak focus hours)

  • Maximum meetings/day

Rule 4: Daily “Minimum Viable Day”
Ask AI to generate:

  • 1 must-win task

  • 2 maintenance tasks

  • 1 recovery task

Rule 5: Weekly review (15 minutes)
Have AI ask you:

  • What created revenue?

  • What created energy?

  • What drained energy?

  • 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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