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Challenging Illusions: Thought-Provoking Questions for Coaches

The image shows an intricate pattern of tiles on the ground, creating a visually striking geometric design. The tiles are arranged in a way that forms an optical illusion of three-dimensional cubes or a zigzag pattern, depending on the viewer's perspective. The tiles are in shades of gray and off-white, enhancing the illusion of depth and dimension. The text reads: "Then I grew up, and the beauty of succulent illusions fell away from me." (F. Scott Fitzgerald)

The quote of the day is:

“Then I grew up, and the beauty of succulent illusions fell away from me.” (F. Scott Fitzgerald)

Questions For Coaches:

  • What do you think the relationship between coaching and being realistic is?
  • What role did illusions play in your earlier life, and how do you view them now?
  • Using an example of something you’d like to see more about, if you look at it as an adult, what do you notice? If you look at it from a child like perspective, now what do you notice?

Bonus Questions:

  • How have your perceptions of reality changed as you’ve matured?
  • How do you differentiate between thoughts created by your mind and the true essence of your experiences?
  • What business beliefs or ideals did you hold when you started your coaching practice, and how have they changed?

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


Cultivating Self-Care: A Life-Long Journey of Kindness

To love oneself is the beginning of a life long romance. Oscar Wilde600 x 400 px 1

“To love oneself is the beginning of a life-long romance.” (Oscar Wilde)

Yesterday was International Self-Care Day, and I had intended to write this post then. However, when I sat down to write and asked myself what I could do in that moment to take better care of myself, the answer I got was to write this a day later and take a nap—which cleared up the start of a headache right away.

In the past, I would have powered through and written the post regardless. Now, I analyse and prioritize in a much kinder manner to myself. In fact, asking myself, “What can I do in this moment to be kinder to myself?” has become a mental practice I associate with self-care.

I could beat myself up for posting this a day after the actual International Self-Care Day, but why would I do that? I find that posts like this often reach the people who need them most at the right time for them—not necessarily on an arbitrary, declared international day. Moreover, taking care and being kind to yourself is a habit that should extend beyond just one day a year.

So, in that vein, what can you do right now to be kinder to yourself?

I invite you to actually take a moment to ask yourself that question and see what the answer is for you—I can wait while you do that! 😉

I hope you took that moment, and if you’re still reading, I’m guessing your answer wasn’t to stop what you’re doing and have a nap. Maybe it was to adjust your posture, or perhaps just take a moment to focus on your breathing and the simplicity that can bring. Did you take a second to drink more water or change the temperature of the room you’re in?

For some, the answer might have been something with a larger impact—perhaps you realized you didn’t need to dwell on a habitual thought that usually brings you down or had a fresh perspective and saw that you had been looking at something in an unhelpful way.

You may or may not have been surprised by the answer that came to you. If it was followed by a judgmental thought like “I should have known to do that already,” remember: you did know, which is why the answer came to you. And has beating yourself up with such judgmental thinking ever helped you remember faster? Probably not. So how about skipping the self-judgment and seeing what a difference that makes?

If that seems like a big leap, then consider doing it as an experiment. You get to choose how long you run the experiment for—start with a small stretch of time and, if you find that you don’t dislike the experience, extend the experiment a bit longer. By approaching it this way, you can observe the effects of being kinder to yourself without feeling pressured to make a permanent change immediately. Think of it as giving yourself the grace to explore a new way of thinking and being.

Remember, self-care and kindness towards oneself are not confined to a single day, but are ongoing practices that enrich our lives daily. By experimenting with small acts of self-compassion and observing their impact, you can gradually cultivate a more nurturing relationship with yourself.

So today, and every day, ask yourself: “What can I do right now to be kinder to myself?” Embrace the answers that come to you, and let them guide you towards a more balanced and fulfilling life. After all, loving oneself truly is the beginning of a life-long romance.

Thank you for taking the time to read this post. If it resonated with you, feel free to share your thoughts or your own self-care practices in the comments below.

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.


Shine: Thought-Provoking Questions for Coaches

A black background has a single lit candle in the centre of the image, with the flame giving out an orange glow of light. The text reads: "It’s better to light a candle than curse the darkness." (Proverb)

The quote of the day is:

“It’s better to light a candle than curse the darkness.” (Proverb)

Questions For Coaches:

  • What does this proverb prompt for you in connection to coaching?
  • If you were to shine a light as suggested in this proverb onto something to do with your coaching or coaching practice, what would that be?
  • How do you encourage clients that it is safe to shine a light into the darkness?
  • What small step, like lighting a candle, would make a huge difference to you, right now?

Bonus Questions

  • How can focusing on opportunities rather than obstacles help your coaching business grow?
  • What are some small steps you can take to bring more light into your life?
  • What does this proverb prompt for you in reference to coaching?
  • What if you were the light that could shine?

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.


Questions For Coaches on World Listening Day

A white crow is stood facing towards the right. The text reads: "Everybody talks, nobody listens. Good listeners are as rare as white crows." (Helen Keller)

As today is World Listening Day the quote of the day is:

“Everybody talks, nobody listens. Good listeners are as rare as white crows.” (Helen Keller)

Questions For Coaches

  • What does listening mean to you?
  • When was the last time you felt truly heard by someone? How did it make you feel?
  • When you coach, are you listening for something in particular?
  • What role does listening play in building trust and rapport with clients?
  • How could your listening be even stronger?

Bonus Questions

  • What role does presence play in your listening practices?
  • How can you foster a coaching environment where listening is prioritised and valued?
  • When was the last time you listened to yourself at the same level as when you are coaching?
  • What question would you ask about listening?

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


Opportunities: Coaching Questions on Recognition, Evaluation, and Intuition

A navy blue piece of paper has a strip torn and folded back on itself so that a whole is exposed in the middle of the paper. Below that gap, is a white surface with the word Opportunity printed in red. The text reads: "Opportunities do not come with their values stamped upon them." (Maltbie Davenport Babcock)

The quote of the day is:

“Opportunities do not come with their values stamped upon them.” (Maltbie Davenport Babcock)

Questions For Coaches

  • How do you recognize and evaluate new opportunities in your life?
  • What criteria do you use to determine the value of an opportunity?
  • What role does intuition play in your decision-making process regarding opportunities?
  • If you knew there was an opportunity you hadn’t seen yet, what would that be?

Bonus Questions

  • How do your thoughts shape your perception of opportunities?
  • How do you address clients’ fears or doubts about pursuing uncertain opportunities?
  • How do your long-term goals and vision influence your perception and evaluation of opportunities?

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.


Questions on Embracing the Silence: Enhancing Conversations and Coaching

A tranquil image of still water stretching out to the horizon. Occasionally a smooth stone is sticking out above the water line. The text reads: "Don't speak unless you can improve on the silence." (Spanish proverb)

The quote of the day is:

“Don’t speak unless you can improve on the silence.” (Spanish proverb)

Questions For Coaches:

  • What does it mean to you to “improve on the silence” in a conversation with others and with yourself?
  • How do you handle situations where speaking may not be necessary?
  • How can you empower clients to find their voice while respecting the importance of silence?
  • How can you use silence as a tool for reflection and introspection?

Bonus Questions

  • What insights arise when you take a moment of silence before responding to this question?
  • What have you noticed about choices you make when your mind is quieter and when your mind is noisy?
  • How do you address clients’ discomfort with silence during coaching sessions?

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.


Questions of Desire: Fuelling Purpose and Excellence in Coaching

A 3D figure made from modelling clay is holding a fountain pen, which is larger than the figure itself, so it is resting on their right shoulder and angled as if to write on the ground in front of the figure. The text reads: "I have no desire to write my own biography, as long as I have strength and means to do better work." (Charles Babbage)

The quote of the day is:

“I have no desire to write my own biography, as long as I have strength and means to do better work.” (Charles Babbage) [Written in his own biography]

Questions For Coaches:

  • How do you define “better work” in your personal and professional life?
  • When have you felt the most motivated to do your best work?
  • What steps can you take to consistently improve your skills and knowledge?
  • How do you support clients in finding their passion and purpose in their work?

Bonus Questions

  • How do you measure the success of your work in your business?
  • How does your sense of purpose drive your daily actions?
  • What lessons from your past do you apply to your ongoing work? Are they lessons that are still relevant?

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.


To Do or Not To Do: Coaching Insights from Aesop on Getting Things Done

A cup of coffee in a white cup and saucer is sat on a table. The text reads: "It is one thing to say that something should be done, but quite a different matter to do it." (Aesop)

The quote of the day is:

“It is one thing to say that something should be done, but quite a different matter to do it.” (Aesop)

This quote from Aesop encapsulates a fundamental truth about human behaviour: the gap between intention and action. As a coach, I often observe this gap in my clients’ lives, as well as in my own. I suspect that as a coach, you’ll have your own observations around this topic.

I tend to find that my experience of doing things from my to-do list can vary significantly. There are tasks I just do because they need doing, regardless of my feelings about them. Interestingly, my experience isn’t the same each time I perform these tasks. Sometimes, I have a lot of thoughts about a task; other times, not so much. The tasks with less mental chatter tend to be more pleasant, but this isn’t necessarily a reason to do or not do something. This is a real-time example of how we are living in the experience of our thinking!

Then, there are tasks that don’t even make it to my to-do list. These are spontaneous actions that occur to me in the moment, like dropping a quick message to someone or jotting down notes that turn into a draft for a blog post. These tasks often feel more organic and less burdensome because they arise naturally from my present awareness.

On the other hand, some tasks sit on my to-do list for a long time without getting done. These tasks typically fall into two categories. First, there are tasks I think I “should” do, but that don’t actually achieve anything meaningful. When I look at them honestly, these tasks seldom create genuine progress—they often do nothing except make me look busy or fulfil some other perception I have a thought around. Second, there are tasks burdened with judgmental thoughts about how long they should take. Interestingly, I’m usually wrong about the time required, and often, I end up doing them naturally when the timing feels right, with minimal thinking involved.

Understanding the “Shoulds” and “Shouldn’ts”

One insight I’ve gained is that the tasks burdened with “shoulds” are often tied to external expectations rather than internal motivation. These are tasks we feel obligated to do to meet others’ expectations or societal norms. The challenge is that these tasks can create a sense of resistance and procrastination because they aren’t aligned with our intrinsic goals or values.

Understand that I’m not saying you should now add another rule about shoulds and shouldn’ts. I’m suggesting that when you notice that’s what you are doing to yourself, it can be worth reassessing with a fresh perspective whether it’s something you want to keep on your to-do list. It may be that there are real-world consequences for either completing or not completing a task, and sometimes when we look, there actually aren’t!

The Role of Noticing

It seems to me that as humans, our system is set up so that when we are getting caught up in thinking, adding pressure to ourselves, etc., we feel that. Depending upon how aware we are of that, it can take a lot for us to notice those increasingly less subtle signals.

What if, when we notice that, it can be just a signal for us to “step away from that thinking”? Acting as a gentle nudge that we don’t need to figure out what a particular thought was that is turning up the heat, just that we could mentally do with a bit of fresh air and take a moment to let that settle down.

Embracing Natural Flow

Another key insight is embracing the natural flow of action. When we act spontaneously on tasks that occur to us in the moment, we often experience a sense of ease and accomplishment. This natural flow is disrupted when we overthink or judge our actions too harshly. Trusting our intuition and allowing ourselves to act on impulses can lead to more productive and satisfying outcomes.

Practical Tips for Bridging the Gap Personally

  • Simplify Your To-Do List: Focus on meaningful tasks that contribute to your goals. Remove or delegate tasks that only create the illusion of productivity.
  • Trust Your Intuition: Allow yourself to act on spontaneous impulses when appropriate. Trust that your natural inclinations can lead to productive and fulfilling actions.
  • Challenge Time Judgments: Notice when you’re imposing unrealistic time expectations on tasks. Give yourself permission to complete tasks in the time they naturally require.

What does this quote prompt for you? What do you see as a coach and as an individual around this topic?

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 help you transform your journey here.