20 Questions that Will FREE Your Mind

As I learnt from Marc Chernoff, these 20 questions have no right or wrong answer, but asking them will make your mind freer, so ask them more often today!

Which is worse, failing or never failing?
When it's all said and done, will you have said more than you've done?
Are you doing what you believe in, or are you settling for what you are doing?
Are you more concerned about doing things right, or doing the right things?
If you could give a newborn child only one piece of advice, what would it be?
What's something you know you do differently than most people?
What one thing have you not done that you really want to do? What's holding you back?
Why are you, you?
Which is worse, when a good friend passes away, or losing touch with a good friend who lives very near you?
At what time in your recent past have you felt most passionate and alive?
If not now, then when?
If not you, who else?
If you haven't achieved it yet, what do you have to lose?
Would you rather have less work to do, or more work you actually enjoy doing?
Do you feel like you've lived this day a hundred times before?
What is the difference between being alive and truly living?
If we learn from our mistakes, why are we always so afraid to make a mistake?
What would you do differently if you knew nobody would judge you?
When was the last time you noticed the sound of your own breathing?
In 5 years from now, will you remember what you did yesterday? What about the day before that? Or the day before that? If the answer is no, why do you always bother so much about the things that happened today?

Comments

What an Executive Coach and Business Coach Does

The Secret Under the Mattress: Why would a 79-year Man Bet So Big on 4D?

It was 2007 when we discovered his secret. While moving my father’s mattress, we found them: heaps and heaps of Singapore Pools 4D tickets. They were stacked in layers, a paper trail of lost hopes. What shocked us most wasn’t just the volume, but the stakes. He wasn’t betting a few dollars for fun. He was punting hundreds of dollars per draw—nearly ten times a month. At the time, my siblings and I were furious. Our father was a 79-year-old retiree. We wondered, with a mix of anger and confusion, why a man at his stage of life would need to win such "big money." What was he going to do with the money? We saw it as a reckless habit, a sign of poor judgment in his final years. Some of us would say, "If I were to give him money to buy 4D, why don't I use the money and buy 4D myself? At least I have better discipline". It has taken me two decades, and the experience of raising my own three grown-up children, to finally see the truth that was hidden under that matt...

Head Bleeding when the Chair Falls

The Weight of Silence: What Were We Really Arguing About? My earliest memories are punctuated by the sound of shouting. In 1970, when I was barely 6 years old, I stood as a small witness to the fierce quarrels between my father and my late eldest brother Kah Yang (he passed away in 1971 at the age of 17). As I grew up, these contradictions became the soundtrack of our lives, usually centered around our family's shoe shop and clothing stalls in Chinatown. In the court of family opinion, the verdict was almost always the same: my father was "wrong." He was judged as a man who didn't fulfill his role, who wasn't "burdening" enough for the family’s success. But as I look back from the vantage point of 2026, I have to ask: Was that actually true? Let me finally put to rest what my father did right: the truths that were buried under decades of criticism: Unseen Labor: He worked grueling, long hours. I remember him hauling boxes of goods and equipment to set u...

Business and Money Tips

Search This Blog