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Beyond Mistakes: Coaching Questions to Inspire Action and Self-Compassion

The image features two directional signs positioned at an angle, illustrating contrasting ideas. The sign pointing to the left is red and labelled “NOTHING” in bold white letters, while the sign pointing to the right is yellow and labelled “ALL” in bold black letters. Beneath the signs, there is a quote in large, clear font that reads: "Only he who does nothing makes a mistake" This quote is attributed to a French proverb. The background is simple and white, allowing the signs and text to stand out prominently.

The quote of the day is:

“Only he who does nothing makes a mistake” (French Proverb)

Questions For Coaches:

  • How do you currently handle mistakes in your personal or professional life?
  • What role do mistakes play in driving innovation and creativity?
  • How does your perception of mistakes affect your willingness to take action?
  • Is choosing to do nothing always a mistake?

Bonus Questions:

  • What insights arise when you reflect on past inactions and their impact on your life?
  • How do you define failure, and how does that influence your willingness to take action?
  • What role does self-compassion play in helping you move past the fear of making mistakes?
  • Is there an area of your life where you are more reluctant to take action in case it is an error?
  • In what ways can you support clients in taking action despite their fear of it not working?

About Jen Waller

Jen Waller

Jen Waller is a transformative coach dedicated to empowering individuals to get out of their own way and make a meaningful impact in the world. With an impactful, nurturing coaching style, Jen supports clients in unlocking their potential and achieving their goals. As an experienced coach and trainer, she guides clients from self-doubt to success.

Discover how Jen can support you to get out of your own way here.


Choose Your Adventure: Navigating Life’s Big and Small Journeys

The image depicts a tranquil outdoor camping scene by a lake, surrounded by lush green hills and distant mountains under a clear blue sky. In the foreground, there are two tents: one orange and one yellow, set up on a grassy area. A campfire with flickering flames is situated on the ground, encircled by a ring of stones. Above the fire, a black pot is suspended on a tripod, suggesting that something is being cooked. To the side of the fire, a bright orange backpack and a rolled-up sleeping mat are placed on the grass. A wooden chair is nearby, providing a place to sit and enjoy the surroundings. An axe is resting on a log, indicating preparation for chopping wood. A lantern is also visible, adding a warm ambiance to the scene. At the top of the image, there is text that reads: "Would you like an adventure now," he said casually to John, "or would you like to have your tea first?" This quote is attributed to J.M. Barrie's Peter and Wendy.

The quote of the Day is:

“‘Would you like an adventure now,’ he said casually to John, ‘or would you like to have your tea first?'” (J. M. Barrie, Peter and Wendy)

J.M. Barrie, the Scottish author and playwright, is best known for creating Peter Pan, the boy who refused to grow up. His novel Peter and Wendy (1911), a follow-up to the play that introduced Peter Pan, immortalized the boy who wouldn’t grow up for readers everywhere. The story is filled with adventure, youthful wonder, and the tension between staying forever young or embracing the journey of growing up.

If you were given that choice—an adventure now, or tea first—what would your gut response be?

Barrie’s whimsical quote invites us to think about adventure as a choice—one that’s often right in front of us, waiting to be made. But how often do we, like John, hesitate, preferring the comfort of the known over the allure of the unknown? Whether it’s the fear of failure, doubt in our abilities, or simply the cosiness of routine, we often delay the adventures life offers. Yet, when we pause to consider, we might ask ourselves: What are we waiting for?

What Is an Adventure to You?

Adventure means something different for everyone. For one person, it’s travelling to distant lands; for another, it might be starting a business or even learning a new hobby. Depending upon your situation, it may be what to other seems so ordinary, like a trip out to the shops. It doesn’t have to be grand gestures—it can be found in the small, everyday decisions that push us out of our own personal comfort zones.

Does stepping into the unknown require courage and thoughtfulness? Sometimes, absolutely. Adventure isn’t always about leaping without looking; it’s about intentional exploration, knowing there are risks but stepping forward anyway. Does it have to feel that way? I think, how we feel in any given moment is down to what our thinking is doing, so no, I don’t think we have to feel that. At any moment we can let go of any specific thinking and new thought will flow, bringing its own feelings. So, when faced with a new opportunity, ask yourself: What would it look like to embrace this adventure, however big or small?

Perhaps the better question is: Is it possible that adventure is less about where you go and more about who you become through the process?

The Power of Thought: How We Shape Our Adventures

Our perceived world is shaped by how we think. The idea of an adventure—whether it’s a grand expedition or simply a shift in routine—demonstrates how we use our thoughts to interpret and create experiences. A mundane task can become an adventure if, for example, we approach it with curiosity and openness.

As coaches, part of our role is to help individuals notice their thinking and explore insights. Often, resistance to adventure isn’t about the situation itself, but how it’s being framed. For example, are they focused on the risks or the possibilities? Do they trust the unknown, so there is more excitement and less fear, or do they feel it can only be safe if their intellect has figured everything out in advance with absolute certainty?

Balancing Adventure with Regular Life

Barrie’s quote subtly reminds us that adventure doesn’t mean abandoning our regular lives. After all, Peter offers John a choice: adventure or tea? Perhaps both? You don’t have to choose between bold steps and daily routines—there can be a balance to be found. You can embark on new journeys while still making time for the familiar comforts of life.

Sometimes, the greatest adventures are the ones that seamlessly integrate with the rhythm of everyday life. A small change in your routine, a new project, or even a shift in perspective can bring a sense of adventure into what might seem mundane.

Taking Bold Steps and Reflection

How do you know when it’s time to take bold steps and when it’s time to pause and reflect? Adventures often require action, but they can also call for moments of reflection. Boldness without introspection can lead to reckless leaps; reflection without action can leave us stuck in place. There’s wisdom in knowing when to move forward and when to pause.

Perhaps the key lies in being attuned to your internal signals. As a coach, you can help clients explore this balance. What feels like a bold step today? What’s the next small, adventurous action they can take, and how can they reflect on their progress along the way?

Encouraging reflection while in the midst of adventure allows for course corrections, learning, and growth in real-time. It can make it easier to notice and hear our own inner wisdom when we take a moment to listen and check what we already know to do, or not do.

In closing, Barrie’s question is both playful and profound: Would you like an adventure now, or would you like to have your tea first? It reminds us that adventure is always available if we choose to embrace it. Sometimes it’s about stepping boldly into the unknown; other times, it’s simply about shifting our mindset. Either way, adventure and tea can coexist—and perhaps, the best adventures are those that make space for both.

About Jen Waller

Jen Waller

Jen Waller is a transformative coach dedicated to empowering individuals to get out of their own way and make a meaningful impact in the world. With an impactful, nurturing coaching style, Jen supports clients in unlocking their potential and achieving their goals. As an experienced coach and trainer, she guides clients from self-doubt to success.

Discover how Jen can support you own your own adventures here.


Navigating Ambition: Questions for Coaches on Balancing Success and Happiness

The image portrays a three-dimensional wooden mannequin, similar to those used by artists for drawing reference, pushing a large crumpled ball of yellow paper up a steep hill marked by a white chalk line on a smooth, dark slate background. The wooden mannequin, captured in motion, struggles against the slope, embodying the physical exertion required for its task. Above this scene, the quote "Ambition is a passion, at once strong and insidious, and is very apt to cheat a man out of his happiness and his true respectability of character" by Edward Bates is displayed in white text

The quote of the day is:

“Ambition is a passion, at once strong and insidious, and is very apt to cheat a man out of his happiness and his true respectability of character” (Edward Bates)

Questions For Coaches:

  • How do you encourage clients to pursue ambitious goals without losing sight of their happiness and personal fulfilment?
  • How can you pursue success without letting ambition overshadow well-being or ethics?
  • Honestly, for something you’re ambitious about, do you truly want it?

Bonus Questions:

  • How does the pursuit of ambition impact your sense of inner peace and mental clarity?
  • In what ways does your ambition reflect who you truly are, versus who you feel you need to be?
  • How can you build a business strategy for your coaching practice that balances ambitious growth with sustainable practices and values?
  • How can your coaching help clients redefine success in a way that supports both achievement and personal happiness?

About Jen Waller

Jen Waller

Jen Waller is a transformative coach dedicated to empowering individuals to get out of their own way and make a meaningful impact in the world. With an impactful, nurturing coaching style, Jen supports clients in unlocking their potential and achieving their goals. As an experienced coach and trainer, she guides clients from self-doubt to success.

Discover how Jen can support you to get out of your own way here.


Trusting Your Vision: Questions for Coaches on Avoiding Groupthink and Honouring Intuition

The image features three identical portraits of William Shakespeare arranged side by side, all facing the viewer. Each portrait depicts Shakespeare with his characteristic balding forehead, pointed beard, and moustache, wearing a 16th-century ruff and doublet. The repeated images suggest multiple instances of the same person, symbolizing a 'committee of Shakespeares'. The quote "I would trust Shakespeare, but I would not trust a committee of Shakespeares." by William Bateson is placed prominently above the images.

The Question Of The Day is:

“I would trust Shakespeare, but I would not trust a committee of Shakespeares.” (William Bateson)

Questions For Coaches:

  • How do you support clients in trusting their own intuition and vision, rather than diluting it through too many external opinions?
  • How do you currently balance the opinions of others with your own instincts in decision-making?
  • How do you differentiate between constructive feedback and input that might compromise your unique vision?

Bonus Questions:

  • How does recognising the value of individual insight help you avoid being influenced by groupthink?
  • What do you see about groupthink?
  • How does focusing on your unique abilities help you stand out rather than conforming to external expectations?

About Jen Waller

Jen Waller

Jen Waller is a transformative coach dedicated to empowering individuals to get out of their own way and make a meaningful impact in the world. With an impactful, nurturing coaching style, Jen supports clients in unlocking their potential and achieving their goals. As an experienced coach and trainer, she guides clients from self-doubt to success.

Discover how Jen can support you to get out of your own way here.


The Power of Laughter and Humour: Questions for Coaches on Self-Compassion and Resilience

The image features a highly expressive emoji character that embodies laughter and joy. This emoji is golden yellow and shows a wide-open mouth, laughing heartily, with its eyes tightly closed in mirth. Tears of joy are streaming from its eyes, and it is slapping its right hand against its forehead in a classic gesture of overwhelming humour. The background is plain white, which makes the vibrant yellow of the emoji stand out even more, emphasizing its joyful expression. Above the emoji, there's a quote in clear, bold text that reads: "You grow up the day you have your first real laugh at yourself." (Ethel Barrymore).

The quote of the day is:

“You grow up the day you have your first real laugh at yourself.” (Ethel Barrymore)

Questions For Coaches:

  • How do you currently handle your mistakes—do you tend to be hard on yourself, or can you laugh them off?
  • What, if anything, does laughing at yourself teach you about acceptance and self-compassion?
  • In what ways do you model light-heartedness and self-compassion in your coaching to inspire your clients?

Bonus Questions:

  • How can not taking yourself seriously lead to more resilience and inner peace?
  • In what ways can a light-hearted approach to failure encourage more innovative ideas?
  • What, if anything, is the connection between self-compassion and humour and resilience?

About Jen Waller

Jen Waller

Jen Waller is a transformative coach dedicated to empowering individuals to get out of their own way and make a meaningful impact in the world. With an impactful, nurturing coaching style, Jen supports clients in unlocking their potential and achieving their goals. As an experienced coach and trainer, she guides clients from self-doubt to success.

Discover how Jen can support you to get out of your own way here.


Embracing Stillness: Unveiling Your Authentic Self by Letting Go of Busyness

The image captures a breathtaking natural scene at sunrise. The foreground shows a lush, grassy cliff edge, which sharply descends into a vast expanse of clouds. These clouds blanket the landscape below like a soft, dense sea of cotton, stretching infinitely towards the horizon. The sky above is a gradient of deep purples at the top, blending into vibrant oranges and yellows near the horizon where the sun emerges. The scene is both majestic and serene, evoking a sense of calm and introspection. This visual is paired with a quote by Georges Bataille that reads: "If I give up the viewpoint of action, my perfect nakedness is revealed to me."

The quote of the day is:

“If I give up the viewpoint of action, my perfect nakedness is revealed to me.” (Georges Bataille)

Georges Bataille (1897–1962) was a French philosopher and writer who delved into themes of mysticism, eroticism, and the depths of human experience. His thought-provoking ideas often challenged conventional norms and invited readers to explore the hidden facets of their inner lives. For me this quote is pointing towards the stillness that is available underneath any busy thinking and need for action.

Always Looking Busy

In one of the very first jobs I had, we were taught to always look busy in case the owner of the business walked in. Even when there was no actual work to be done, the expectation was to appear engaged—always in motion. This wasn’t just about productivity; it was about the perception of hard work.

This mindset isn’t unique to that job. Many of us carry the sense that we should always be doing something, even when there’s no pressing task at hand. Society often equates constant action with value, leading us to fill our time with busyness. But is this relentless pursuit of busyness truly fulfilling, or is it preventing us from connecting with ourselves on a deeper level?

Letting Go of Busyness: Embracing Stillness for Self-Discovery

But what happens if we pause and let go of this constant need for action? If we allow ourselves a moment of stillness, what might we discover?

Two Paths of Discovery

  1. Confronting Discomfort: You might feel uneasy or anxious. The absence of activity can bring underlying fears or doubts to the surface. Thoughts like “Am I wasting time?” or “What if I’m not doing enough?” may arise, accompanied by a sense of restlessness. It may also seem unusual and unfamiliar if you are not used to an absence of busy thinking.
  2. Embracing Openness: Alternatively, you might experience a sense of peace and expansiveness. Without the constant buzz of activity, there’s room for self-awareness and clarity. This stillness can reveal your authentic self—the “perfect nakedness” Bataille refers to—a state of being where you’re connected with your true thoughts and feelings.

Unveiling Your Perfect Nakedness

Letting go of incessant action allows the layers of busyness—both societal and personal expectations—to fall away. While it may feel odd or vulnerable at first, this state allows you to encounter your genuine self without pretence or distraction. You may rediscover forgotten passions, recognize suppressed emotions, or gain clarity on what truly matters to you. This “perfect nakedness” is about emotional and psychological openness, allowing you to connect deeply with your authentic self.

Reflection

Consider taking a moment to step back from the whirlwind of daily tasks. What do you feel when you allow yourself just to be? Does it bring discomfort or relief? By noticing these feelings, you might uncover insights about yourself that constant action has kept hidden.

I’ve found that when I allow myself moments of stillness, I reconnect with parts of myself that get overshadowed by daily demands. It’s in these quiet times that I’ve gained clarity on what’s truly important to me, and had ideas and solutions apparently pop out of nowhere without me needing to try to do anything. It also just feels really lovely.

Embracing moments of stillness can be a transformative experience. While sometimes it may initially seem unfamiliar and odd, it also offers the opportunity for profound self-discovery and growth. I encourage you to take that first step toward unveiling your “perfect nakedness” and see what insights await.

About Jen Waller

Jen Waller

Jen Waller is a transformative coach dedicated to empowering individuals to get out of their own way and make a meaningful impact in the world. With an impactful, nurturing coaching style, Jen supports clients in unlocking their potential and achieving their goals. As an experienced coach and trainer, she guides clients from self-doubt to success.

Discover how Jen can support you to get out of your own way here.


Examine What Is Said: Questions for Coaches Evaluating Truth in a Message

The image features a three-dimensional, featureless, white humanoid figure standing in the centre. This figure is holding a large, bright red megaphone with its right hand, directing it to the left side of the frame. The figure and megaphone are set against a plain, light gray background, which emphasizes their simplicity and the bold colour of the megaphone. The megaphone is large in comparison to the figure, drawing attention to its significance in the composition. Above the figure and megaphone, there is a text in black that reads: "Examine what is said, not who speaks." (Proverb).

The quote of the day is:

“Examine what is said, not who speaks.” (Proverb)

Questions For Coaches:

  • How do you currently assess the quality of information or advice that you receive?
  • If there’s a particular thought you use to berate yourself, does it have the same impact if it’s said in the silliest voice you can imagine?
  • In what ways do you help clients create a habit of asking “Is this true?” rather than “Who said this?” when evaluating information?

Bonus Questions:

  • What insights arise when you stop associating wisdom with status or authority and focus on the truth in the message?
  • How do you encourage clients to be open to insights from unexpected sources in both their personal and professional lives?
  • What wisdom are you ignoring because it’s coming from a new and previously unnoticed source?

About Jen Waller

Jen Waller

Jen Waller is a transformative coach dedicated to empowering individuals to get out of their own way and make a meaningful impact in the world. With an impactful, nurturing coaching style, Jen supports clients in unlocking their potential and achieving their goals. As an experienced coach and trainer, she guides clients from self-doubt to success.

Discover how Jen can support you to get out of your own way here.


Everyday Creativity: Recognising Your Creative Potential

The image features a vibrant light bulb set against a dark, neutral background. The bulb itself is not an ordinary one; it glows with a gradient of vivid colors ranging from pink at the top, transitioning through orange, and into a deep violet at the base, symbolizing creativity and innovation. Surrounding the bulb are white lines and dots that radiate outward, suggesting the emission of light and energy. These rays add a dynamic quality to the image, representing the light bulb as not only a source of light but also a metaphor for ideas and creative sparks. Above this visually striking graphic, there is a quote by Frank Barron: "Creativity is energy being put to work in a constructive fashion."

The quote of the day is:

“Creativity is energy being put to work in a constructive fashion.” (Frank Barron)

Frank Barron (1922–2002) was an American psychologist and professor renowned for his pioneering research on creativity and personality. He dedicated much of his career to understanding the nature of creativity, exploring how it manifests in individuals, and identifying the traits that contribute to creative thinking.

Defining Creativity

When we hear the word “creativity,” many of us immediately think of artists, musicians, writers, or inventors—those who produce works of art, compose symphonies, pen novels, or develop groundbreaking technologies. But is creativity limited to these traditional forms of artistic and intellectual expression?

According to Frank Barron’s perspective in this quote, creativity is simply energy applied constructively. It’s about channelling our thoughts, ideas, and efforts into something that brings about a new or improved outcome. This definition broadens the scope of being creative beyond the arts and sciences, making it accessible to everyone in their daily lives.

Do you consider yourself creative?

Take a moment to reflect: Do you consider yourself a creative person? If your immediate answer is “no,” you’re not alone. Many people believe that creativity is an innate talent reserved for artists, writers, or “creative types.” However, this is a misconception that limits our understanding of our own potential.

What if creativity wasn’t a special activity that you either can or can’t do? What if, instead, creating is simply about bringing something into the world that didn’t exist before? This could be anything—a meal you’ve prepared, a spreadsheet you’ve organized, a solution to a problem at work, or even a thoughtful message you’ve written to a friend.

Everyday Acts of Creativity

Let’s consider some examples of everyday creativity:

  • Cooking a Meal: Combining ingredients in a new way to create a delicious dish.
  • Organizing a Spreadsheet: Structuring data to make information clear and accessible.
  • Writing a Shopping List: Planning meals and considering the needs and preferences of your household.
  • Problem-Solving at Work: Developing a new process to improve efficiency or address a challenge.

None of these activities may seem traditionally “creative,” yet each involves putting energy to work constructively to produce something new or improved.

Notice which activities you might dismiss as “not really creative” and which you value more highly. Society often places greater value on certain types of creative expression, but that doesn’t diminish the creativity inherent in other activities.

  • Why do we devalue some forms of creativity?
  • Are we overlooking our own creative contributions because they don’t fit a traditional mould?

Embracing Your Creative Potential

What if it’s not that you’re not creative, but rather that you’ve innocently been valuing certain types of creations above others? By expanding our definition of creativity, we can begin to recognise and appreciate the multitude of ways we contribute creatively every day.

Benefits of Recognising Your Creativity:

  • Increased Confidence: Acknowledging your creativity can boost your self-esteem and encourage you to take on new challenges.
  • Enhanced Problem-Solving Skills: Seeing yourself as creative opens your mind to innovative solutions.
  • Greater Fulfilment: Valuing your contributions adds meaning to your daily activities.

Conclusion

Creativity is not confined to grand artistic gestures or groundbreaking inventions. It’s an energy that each of us harnesses whenever we engage in constructive action. By redefining creativity and recognising it in our everyday lives, we unlock a powerful aspect of our potential.

I invite you to reflect on your daily activities and notice the creative energy you bring to them. Celebrate these moments of creation, no matter how small they may seem. Remember, every time you put energy to work constructively, you’re engaging in the beautiful act of creativity.

About Jen Waller

Jen Waller

Jen Waller is a transformative coach dedicated to empowering individuals to get out of their own way and make a meaningful impact in the world. With an impactful, nurturing coaching style, Jen supports clients in unlocking their potential and achieving their goals. As an experienced coach and trainer, she guides clients from self-doubt to success.

Discover how Jen can support you to get out of your own way here.