I Hired an AI Board of Directors to Audit My Life

Most of us lack objective feedback. I gave an AI my journals, my financials, and my goals, and asked it to judge me with fiduciary ruthlessness.

Inspiration: Hearing how Prof G had an "imaginary board" for this podcast, and realizing that while I have mentors for specific skills, I lacked a "Board" to review the holistic strategy of my life.

We often talk about "running your life like a business." But businesses have a Board of Directors—a group of people who are not caught up in the daily grind, whose only job is to look at the metrics and ask: "Are we heading off a cliff?"

I decided to run an experiment. I fed my current situation—my career transition, my location moves, my health protocols, and my philosophy—into an LLM.

The Prompt:

"If you were to be a board of directors, what feedback would you give on how I am running my life and what I can do better? Be ruthless. Focus on my stated objectives: Cognitive Sharpness, Truth, and Success."

The result wasn't just advice; it was a corporate audit of my existence. Here is what happened.

The "Departmental" Review

The AI immediately broke my life down into corporate divisions. It stripped away the emotion and looked at the KPIs.

1. Strategy & Revenue (Career)

• The Situation: I am pivoting from a high-risk job to building my own practice.
• The Board's Critique: It flagged a critical risk. I was treating the new venture as a "backup plan."
• The Verdict: "You are treating the consultancy like a safety net. It needs to be treated as the primary acquisition target. Stop selling 'Consulting'; start selling 'Revenue Relief'."

2. Operations & Logistics (Lifestyle)

• The Situation: I am highly mobile, moving between cities.
• The Board's Critique: It identified "Cognitive Drag." Every time I move, I lose 3–5 days finding gyms and Wi-Fi.
• The Verdict: "This friction competes directly with deep work. Your 'Wind Ring' (learning) is strong, but your 'Earth Ring' (grounding) is failing due to logistics."

3. Human Capital (Health)

• The Situation: I prioritize cognitive sharpness (Muay Thai, Biohacking, No Sugar).
• The Board's Critique: Maintenance is good, but "Fortification" is needed during a stressful transition.
• The Verdict: "Rapid longitude changes disrupt circadian rhythms, which downregulates the prefrontal cortex—the exact area you need for strategic decisions. Sleep is your single point of failure right now."

The "Board Resolutions" (The 3 Paths)

This was the most valuable part. The AI didn't tell me what to do; it gave me Strategic Options with risk profiles, just like a real board would present to a CEO.

Option A: The "Hedge Fund" Approach (Aggressive)

• Focus: Immediate Liquidity.
• Action: Assume the current job ends tomorrow. Ignore "Brand Building." Devote 80% of energy to cold outreach and cash flow.
• Risk: High burnout. Lower life enjoyment.

Option B: The "Venture Capital" Approach (Growth)

• Focus: Long-term Equity.
• Action: Leverage the relocation to network. Accept a dip in savings to build authority (Inbound) rather than just sales (Outbound).
• Risk: Cash flow gaps if the runway runs out.

Option C: The "Stoic Emperor" Approach (Balance)

• Focus: Anti-Fragility.
• Action: Align with my "Five Rings" philosophy. Hire help for the logistics (Earth Ring) to save brainpower. Cap the work hours to ensure the Muay Thai (Fire Ring) continues.
• Benefit: Preserves the "Cognitive Sharpness" I value most.

Conclusion: The Value of the Mirror

We often lie to ourselves. We say we are "building a business," but we are actually just procrastinating. We say we are "traveling," but we are actually just distracted.

An AI Board of Directors has no feelings. It has no agenda. It just looks at your inputs and tells you the truth.

My Take: If you feel stuck, don't ask a friend (who wants to be nice). Ask the machine (which wants to be accurate). You might not like what it says, but you probably need to hear it.