Mindfulness Helps Entrepreneurs Gain Clarity: Questions To Ask Yourself During Self-Reflection

by Nov 18, 2023

Entrepreneurs gain clarity during moments of self-reflection by asking themselves mindful questions. Successful entrepreneurs use mindfulness techniques to gain metacognitive insights which help them become more productive and effective. By looking within, entrepreneurs understand their own thoughts and thinking processes, which leads to ways to improve and overcome challenges. Mindful questioning help entrepreneurs improve personal performance while developing confidence. 

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Mindfulness is about the present. It’s paying attention to what’s happening right now vs. thinking about what happened in the past or worrying about the future.

Mindful activities help us understand ourselves. It also allows us to consider ourselves without being overly critical. 

Usually we’re pretty tough on ourselves, right? Well mindful introspection requires us to be more open and compassionate with ourselves.


Elements of mindfulness include:

  • Observing
  • Describing
  • Acting with awareness
  • No judgement (not just reserving judgment!)
  • Non-reactive responses


Mindful thinking allows that voice in your head to be heard. It’s not silenced. It’s not told it’s wrong. 

What a breath of fresh air, right? 


Following that same positive thinking, consider asking mindful questions as your own personal superpower. 


Use these questions as a guide.

Use them to help you plan your day.

Use mindful questions to help strategize around a new hurdle

Use them to not mask but literally eliminate self-doubt.

Use mindful questions to create a fresh new perspective.

Girl thinking -Mindfulness Helps Entrepreneurs Gain Clarity: Questions To Ask Yourself During Self-Reflection

How entrepreneurs practice mindfulness. 

  1. Use mindful breathing techniques.  
  2. Utilize a guided meditation app like Calm.
  3. Set daily intentions.
  4. Try relaxing each body part one by one to tune into you. It’s called a body scan.
  5. Journaling! Capture your thoughts, worries, emotions, and great ideas you want to explore.
  6. Allow music to inspire answers and a positive mindset.
  7. Move! Exercise! Walk, run, stretch. 
  8. Pursue wellness and make healthy choices. How much water did you drink today? Do you need to eat? 
  9. Connect with nature. Go outside. Look at pictures. Take your headphones out — or put them in. The point is to connect.
  10. Look around you. See your glass as half full and refillable. Appreciate little things
  11. Consider your 8:8:8 and create your daily plan.
  12. Whatever works best for you!

Use these techniques with affirmation, manifestation, meditation in your personal and professional life.

Use them to craft your vision board, and inspire you to the point where motivational quotes are actually empowering and become something you use!

Enhance your level of self-awareness by looking inside. 

When trying to develop your self-awareness, mindful reflection provides an excellent starting point.



balance of light mindfullness maintains the proper balance


Mindful questions to ask yourself during moments of self-reflection:

There’s no perfect time. Use them to start your day, to end your day, and any time in-between.

I divided a few into an evening segment but do as you wish. It’s all about you. 


  • How do I feel this morning?
  • What is my intention for today?
  • What is the most important thing I need to do today?


  • How do I feel about my relationship with my family?
  • How do I feel about my relationship with my friends?
  • How do I feel about my relationship with my partner?


  • What am I grateful for?
  • What brings me a deep sense of joy and fulfillment?


  • What parts of my life are satisfying?
  • What can I do to make this a good day?
  • What do I want out of this day?



 Insight:  Knowing what makes you happy and grateful can help you offset times when you are down or troubled.



  • How will I take care of myself today?


  • Are my actions aligned with my core values?
  • Which recent decision resonates most genuinely with who I am right now?
  • When I reflect on my life, which moments or experiences will truly matter to me?
  • What truly matters to me in the grand scheme of life?

Insight:  Use your learnings to craft an inspiring, very personal vision board.  




  • What do I do well?
  • What do I like about myself
  • What 3 words best describe me? 
  • Who are my greatest supporters?
  • What do you love most about yourself?
  • How do you define your purpose in life?
  • What are your top 5 values? Are you living those values every day?
  • How would I describe the quality of my relationship with myself, and what can I do to nurture it further?
  • If I had limited time left to live, how can I make the most meaningful use of it?
  • What is the present moment inviting me to notice or be aware of?

Explore the negatives too. It’s okay and actually necessary. These insights improve your mental health, manage burnout, and help eliminate limiting beliefs. 

  • What aspects of myself do I struggle to fully accept and embrace?
  • Does something worry you? What underlying fear might be driving my current worries?



Insight:  Use these metacognitive insights to figure out what that trigger is, and to then avoid it or deal with it in a more positive manner. 

  • Where can I cultivate forgiveness within myself or towards others?
  • In a recent conflict, what perspectives or truths was I unwilling to acknowledge or accept?
  • Do I have healthy boundaries, or do you let people take advantage of you?
  • What thoughts, beliefs, or narratives do I hold onto that hinder my growth and well-being?
  • Is there an emotion that I don’t know how to manage well? When did it last affect me?
  • Is there something in my past that still haunts me?
  • What is troubling me these days that I haven’t given myself time to feel?
  • Is there someone in my life that I don’t like but still spend time with? Why do I do that?
  • Is there someone in my life that I DO like spending time with but don’t? How can I fix that?


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  • What has the fear of failure stopped me from doing?
  • What one step can you take to begin overcoming that fear?
  • If guaranteed success, what learning or creative endeavor would I eagerly embark on?
  • What am I most grateful for in my life? Why?
  • What am I most proud in my life? Why?
  • What is the most courageous thing I have done?

  • Is there something unpleasant in my life that I haven’t removed yet?
  • What am I holding onto that no longer serves me?
  • How can I let these go so they won’t ever trip me up again?
  • How can I bring more balance into my life?

Insight: Celebrate accomplishments no matter how small.


Entrepreneurship requires clarity.

Remember what you are working toward.

Toward the close of your day recognize all you accomplished and set priorities for the next day.



  • Did I try my best today?
  • What obstacles did I face today?
  • What success did I experience today? 
  • Did I create my successes or were they a result of following through on opportunities others presented to me?
  • What surprised me today? 


  • What did I learn today?
  • How can I do better tomorrow?
  • What unexpected, nice thing can I do for someone tomorrow?


  • Was I true to myself? 
  • What do I need to let go of?
  • What 3 things I am thankful for today? 
  • What is one worry I will let go of tonight before I go to sleep?
  • What fear will I let go of tonight before I go to sleep?



A self-check-in helps you remain both mindful and present. 

Entrepreneurial roads twist and turn, and entrepreneurs face continual change – not to mention hurdles. Mindfulness helps you navigate change while embracing the opportunities it brings. ‘And all of that as it enhances your overall well-being. You got this.


BLOG CATEGORY: Entrepreneurship

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