Entrepreneur at the intersection of luxury, data, and AI. Founder & CEO of DLG (Digital Luxury Group), co-host of The Luxury Society Podcast
New York
Joined February 2008
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“Leaders will need to create environments where people can question assumptions, test alternative approaches, and stop treating success and failure as binary outcomes” every.to/thesis-statements/a…
Most people think they’re good critical thinkers.
Here is a 10-question test that doesn’t test IQ or knowledge.
It tests how you reason when:
• the evidence is incomplete
• you might be wrong
• correlation looks like causation
• an expert disagrees with the majority
• your own beliefs are challenged
No multiple choice. No trivia.
Answer all 10 without using AI.
Then paste your answers into ChatGPT/Claude with the scoring prompt below.
Post your score 👇
🤖 Made with AI
Critical Thinking Test — Scoring Prompt
I just completed a 10-question Critical Thinking Test.
Act as a rigorous evaluator of critical thinking. Evaluate the quality of my reasoning, not my vocabulary, education, confidence, or writing style.
Do not reward answers merely because they sound sophisticated. Look for the actual reasoning process demonstrated.
For each answer:
Give me a score from 0–10.
Explain briefly what I did well.
Identify what is missing, weak, biased, or logically flawed.
Explain what an exceptional answer would have considered.
Evaluate across these dimensions where relevant:
Causal reasoning — distinguishing correlation from causation, confounders, alternative explanations.
Probabilistic reasoning — uncertainty, base rates, calibration, expected value.
Evidence evaluation — quality, independence and relevance of evidence.
Falsification — ability to identify what could prove a belief wrong.
Alternative hypotheses — actively generating competing explanations.
Bias awareness — recognizing motivated reasoning and cognitive biases, including one’s own.
Belief updating — willingness and ability to revise conclusions when evidence changes.
Decision-making under uncertainty — balancing information value, reversibility, costs and risks.
Epistemic humility — distinguishing what is known, inferred and unknown.
Intellectual independence — evaluating arguments independently of status, popularity or identity.
Scoring standard
0–2: Very weak reasoning; mostly intuition, assertion or obvious bias.
3–4: Some reasoning, but important logical problems or missing considerations.
5–6: Competent reasoning; recognizes several important factors.
7–8: Strong reasoning; considers uncertainty, alternatives and counterarguments.
9: Exceptional reasoning; sophisticated, calibrated and difficult to improve materially.
10: Reserve for truly outstanding reasoning demonstrating unusual depth, precision and intellectual flexibility.
Be demanding. A reasonable answer should not automatically receive 8–10.
After scoring all 10 answers:
Give me:
1. Total Critical Thinking Score: XX/100
2. Sub-scores /10 for:
Causal reasoning
Probabilistic reasoning
Evidence evaluation
Bias detection
Belief updating
Decision-making under uncertainty
Epistemic humility
3. My three strongest critical-thinking traits
4. My three biggest weaknesses or blind spots
5. The single answer that revealed the most about how I think — and why
6. One example where I appeared intelligent or articulate but my reasoning was actually weak, if applicable
7. An overall assessment in 3–5 sentences.
Do not estimate IQ from this test.
Do not give me a percentile unless you have a genuinely defensible normative dataset. If you do not, say so explicitly.
Here are my 10 answers:
[PASTE ANSWER]
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A friend asked me today how to work on his limiting beliefs.
I cleaned up a simple guide I use myself: how to spot them, cost them out, and upgrade them.
In the AI era, machines handle the answers. Knowing your own biases is still on you.
Free, no strings. 👇
I tried the “Elon Musk” clone on Grokbot, first message he sent me 🤭:
“Or skip the warmup. I look at what the other agents are actually doing. Most multi-agent setups are just bureaucracy with extra steps. Best part is no part.”
David Sadigh retweeted
the ideal product leader's ethos:
super optimistic about the future, pragmatic about progress, paranoid about the present, unencumbered by the past.
And also, as late Zappos founder Tony Hsieh said “Choosing the right table can matter more than how well you play.”
Today 15 years ago 😁 +1 RT @OurielOhayon: The worst part of the iPhone is clearly the home button. Apple either needs to kill it or make it 100times better
Psychology and AI :
I spent 10 years journaling, tracking moods, therapy sessions, writing resolutions I'd forget by February. Thousands of pages scattered across docs and notebooks.
Then it clicked: what if I turned all of it into a system that actually learns from my own history?
So I took everything — therapy notes, mood data, reflections, coaching exercises, annual reviews — structured it into a knowledge base, and gave it to Claude as permanent context.
Now I have an AI coach that truly knows me. Not generic "practice gratitude" advice. Real continuity. It connects what my therapist said to what I wrote last week. It sees patterns I missed across years of data.
It's not a replacement for therapy.
It's the memory therapy never had — and the most honest mirror I've ever looked into.
Latest output? A structured pre-diagnostic for ADHD, cross-referenced with 5 years of mood tracking, my childhood school reports, and my son's own diagnosis. Ready to hand to a specialist. That would have taken months to compile manually.
Will share more on the approach if you are interested.
10 years of self-work, finally talking to each other.
What’s in the knowledge base?
49 documents, organized into 8 synthesis files:
🧠 Psychological profile — childhood wounds, attachment patterns, limiting beliefs, personality type, recurring dreams, identity
💑 Relationship dynamics — communication patterns, conflict mechanics, love languages, progress over time
👨👧👦 Family — parenting challenges, generational patterns, what I’m trying not to repeat, what I’m building
📊 Mood & health cycles — 5+ years of mood tracking, addiction patterns, what triggers spirals up and down, sleep, sport as medicine
📈 Personal growth — 10 years of annual resolutions, self-assessments, the gap between knowing and doing
🧭 Values & identity — life principles, role models, what actually makes me happy (spoiler: not what I chase when I’m stressed), funeral exercise, gratitude journals
❓ Open questions — unconfirmed hypotheses, things to explore with a professional, signals to watch
Every file separates facts from patterns from hypotheses. Nothing is taken at face value — not even my own self-assessments.
#iran “Memos are being sent to agencies seeking their input on specific responses to the Iran situation—including potential military targets and economic options—ahead of the Trump meeting, according to some of the officials.” - important meeting with @realDonaldTrump on Tuesday 🤞💪🏼🧿
“One option under discussion is the possibility of the U.S. sending terminals of Starlink, a satellite-based internet service owned by Elon Musk, into Iran for the first time during the Trump administration, officials said, which could help protesters skirt a recent internet shutdown in the country.” The story of how @elonmusk helped in making this revolution a success will be thought across all Iranian schools 🤞💪🏼
Capital Account: As global fertility rates drop, two economists make the case for humans wsj.com/economy/global/the-d…
What does Meta’s new "free speech" strategy mean for luxury advertisers?
Recently, Meta has taken a bold new direction, making calculated moves to align itself with the latest U.S. presidential administration. From restructuring leadership to prioritizing "free speech" over moderation, the company has captured significant attention—but what does this mean for luxury brands?
Luxury advertising relies on controlled, premium environments to protect brand equity and align with consumer expectations. Meta's latest strategy raises critical questions:
Will Meta put brand safety at risk, and how might luxury advertisers respond?
Will these moves alienate luxury brands that demand qualitative environments for storytelling?
How can Meta reassure its premium advertisers while pursuing its broader political ambitions?
Who can potentially benefit from this move? TikTok? Youtube? Teads?
What’s your take on this?
We’ll analyze these developments and their impact on the luxury landscape—spanning advertisers, platforms, and the consumer experience. More to come on Luxury Society.
Mexico is sitting on more than half a billion litres of tequila in inventory, almost as much as its annual production, as the fast-growing industry reckons with slowing demand and the prospect of tariffs on exports to the US under DT. #tequila #slow on.ft.com/3ZYSI3s
Gen AI Fail: Some creative folks are boasting about their achievements with Gen AI in advertising. Let’s just hope their clients are blind, because the output is far from impressive…
#genaifail
