60 Deep Questions To Ask Yourself To Create “Aha” Moments

deep questions to ask

Questions are powerful. They force answers.

Compelling questions force us to think deeply and examine ourselves. Sometimes they challenge our beliefs about what we “know” to be true.

As a coach, I use thoughtful questions to help clients elicit insights, uncover buried beliefs, and reach conclusions about who they are and what they want for their lives. Often I will ask a question, and the first comment is one of surprise — “Wow, that’s a great question. I’ve never thought about that.”

Then they have to ponder the question, which often leaves an uncomfortable silence, requiring them to articulate what comes to mind. In that uncomfortable space, the subconscious mind goes into action, and often small breakthroughs and “aha” moments are the result.

Once during a particularly stressful and confusing time, my sister asked me the question, “What would happen if you let go and just allowed the universe to catch you?” In essence, she was asking what would happen if I stopped fretting and trying to control events and rather simply let life unfold?

It was a profound moment for me, as it forced me to realize two things. First, my stress and worry wouldn’t change the way life happens. Also, I realized if I did let go of control, I wouldn’t die. Nothing would happen that I couldn’t cope with. The only control I have is over my own reactions.

You don’t need a coach or family member to trigger these insightful moments. If you know the right questions to ask, you can ask them of yourself to encourage the same insights and self-awareness.

Here are 60 deep questions to ask yourself to create “aha” moments:


What Is Mindfulness? Find Out In My New Book

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At times it was debilitating.

Sometimes it made me physically ill.

I’m sure there are times when you deal with it too.

Stress and anxiety. The feeling of overwhelm. A racing heart. Unexplained dread. Looping thoughts. Panicky feelings. Exhaustion.

Life IS stressful. All of the normal, everyday stimuli, demands, and deadlines alone… Continue Reading…

12 Proven Habits Of Happy People

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I’m embarrassed to tell you everything I put on the list. It seems so materialistic to me now. But let’s just… Continue Reading…

Loving Kindness: The Path To Joy And Inner Peace

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As a society, we spend a lot of time thinking about what it means to be happy.

Take the burgeoning field of positive psychology, which seeks to lead us on the path to exceptional mental health, not just freedom from disorder. We don’t want to simply survive…. Continue Reading…

How To Love Yourself: 20 Ways To Cultivate Self-Worth

How to love yourselfWhy is it that we have such a hard time loving ourselves?

Even when we know in our heads we are worthy, we don’t feel it in our hearts. We don’t believe it when a loved one says, “You’re beautiful, smart, and capable.” Instead, we believe that little inner voice whispering, “You’re ugly, stupid,… Continue Reading…

How to Practice Gratitude When You Don’t Feel Like It

how to practice gratitudeI have recently been obsessed — well maybe obsessed is too strong a word — preoccupied with frustration and sadness about the physical effects of getting older.

It has really hit me that this aging thing is happening. The face and body I had in my youth are gone forever, and there isn’t a… Continue Reading…

Pre-Holiday Sale: Get 3 Books For $.99 Each

book-sale-e1416408839862Are you starting to think about holiday gifts? We’re just five weeks away from Christmas, and if you or the people on your gift list love self-improvement, this is a great week to stock up on my books.

I’m running a special Pre-Holiday $.99 Sale on three of my books: