The Best Questions I Asked ChatGPT in January

I ask Chat GPT a fair amount of guff on a daily basis but here’s the 5 best questions I asked ChatGPT in January—and the surprisingly useful responses I got!


Question: What’s the average amount of times successful millionaires fail in business before they become millionaires?

Answer:

Successful millionaires often fail multiple times before they achieve significant success. Studies and anecdotal evidence suggest that:

The average entrepreneur fails 3–4 times before succeeding in building a profitable business. Some estimates say it can be as high as 5–6 times.

About 80% of startups fail within the first five years, so resilience is key.

Billionaires like Elon Musk, Jeff Bezos, and Richard Branson all had major failures before their big wins. Branson had multiple failed ventures, and Musk nearly lost Tesla and SpaceX.

A survey of 500 millionaires found that 80% of them had experienced failure in their journey before hitting financial success.

The key takeaway: failure is almost a prerequisite for success. It’s about learning, adapting, and persisting.


Question: In May 2025 I'm going to be running The West Highland Way in Scotland which is 150km over 2 days. What's your advice on the best running apparel & equipment to wear. Please don't recommend shit brands...

Answer:

Running Apparel:

Shoes:

Salomon S/LAB Ultra 3 or Hoka Tecton X 2 (lighter, but still cushioned).

Socks:

Injinji Trail Midweight – If you’re prone to blisters, toe socks can be a game-changer.

Shorts:

SOAR Running Dual Run Shorts – Light, breathable, with excellent storage for gels.

Base Layers:

Patagonia Capilene Cool Lightweight Tee – For warm days.

Jacket:

Arc’teryx Norvan LT Hoody – Elite waterproof protection, featherlight.

Gloves:

Sealskinz Waterproof Ultra Grip Gloves – Keeps hands warm even when wet.

Arm Warmers:

Compressport Arm Sleeves – Adaptable warmth, easier to regulate temp than long sleeves.

Running Equipment:

Pack:

Salomon ADV Skin 12 – Best for comfort and all-day use.

Nutrition:

Maurten Gels (100 & 160) – Best energy delivery with no gut issues.


Question: What's the fastest and best way for me to help as many people as i can with launching their ecommerce projects?


Answer:

YouTube Channel / Podcast

Create beginner-friendly, step-by-step guides.

Share case studies of ecommerce brands.

Build authority and attract inbound consulting clients.


Write an Ecommerce Playbook (Ebook or Blog)

Outline key steps to launching a successful store.

Monetise via direct sales or use as a lead magnet.


Question: My favourite countries i've visited so far are Sri Lanka, Sardinia & Denmark. Where should i travel to next?


Answer:

  1. Azores, Portugal – A stunning mix of lush landscapes, volcanic craters, hot springs, and rugged coastlines. It has a bit of that wild, untamed beauty like Sri Lanka, but with European charm.

  2. Norway (Lofoten Islands or Fjords) – If you loved Denmark but want something more dramatic, Norway offers incredible fjords, coastal villages, and world-class hiking.

  3. Corsica, France – If you enjoyed Sardinia, Corsica is its slightly wilder, more rugged neighbor, with stunning beaches, hiking trails, and French-Italian charm.

  4. Japan (Kyushu or Shikoku) – If you want a mix of adventure, nature, and culture, these less-visited regions of Japan offer hot springs, scenic coastal trails, and incredible food.


Question: Give me 3 key habits that i should implement into my life to give me the best chance of being successful in business, relationships & health.

I already spend a lot of time reading, learning new skills, exercising, sleeping & eating good food - is there anything else?


Answer:

1. Deep Work & Strategic Thinking Time (Business & Creativity)

• Set aside at least 1-2 hours per week for uninterrupted strategic thinking. No distractions, no emails, no meetings—just focused work on high-impact tasks or long-term vision.

• Block time to solve problems, explore new ideas, or work on projects that will move the needle instead of just maintaining momentum.

• This will make sure you’re not just busy but actually progressing in business and personal projects.

2. Radical Ownership & Consistency (Relationships & Business)

Take full responsibility for outcomes in your work and personal life, even when things go wrong. Own the results and focus on solutions.

• Build a reputation for being consistent—whether in friendships, business commitments, or personal development. Trust comes from showing up, delivering, and doing what you say you’ll do.

• This applies in relationships too—be the person who checks in, follows up, and makes an effort, even when life gets busy.

3. Active Recovery & Adaptability (Health & Longevity)

• You train hard, but how well do you recover? Implement mobility work, stress management, and adaptability training into your routine.

• Try things like yoga, breathwork, sauna/cold therapy, or meditation—not just for physical recovery but also for mental resilience.

• Being adaptable in your health will keep you injury-free and high-performing while also helping you stay mentally strong under pressure.

If you apply these three—deep work, radical ownership, and active recovery—you’ll operate at a higher level in business, relationships, and health while staying sustainable in the long run.


So there you have it. Some inspirational stuff from everyone’s favourite Ai Chat Bot.

I’m always interested to hear interesting prompts & responses, so please reach out & share your new found wisdom.

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