I’ve spent a lot of my life questioning myself. What do I really want? Is this the right decision? Could I have done that better? Some days, it feels like my mind is a constant dialogue, running through different angles and possibilities. And for the most part, I think that’s a good thing. Questioning helps me grow, helps me learn, and stops me from being complacent.
The Weight of Doubt
But I’ve also spent a lot of my life doubting myself. That’s different. Doubt is heavy, paralysing. It’s that creeping voice that doesn’t just ask, “Was that the right thing?” but rather, “Who do you think you are to even try?” It doesn’t open up possibilities—it shuts them down. Where questioning encourages exploration, doubt makes me shrink.
Understanding the Difference
For a long time, I didn’t recognise the difference. I always thought my self-questioning was just overthinking. But questioning, at its best, is different. It allows for clarity and decision-making. Overthinking, on the other hand, leads to exhaustion, and when it turns into doubt, it stops being reflective and starts becoming destructive. Questioning invites curiosity, but doubt invites fear. One leads to action, the other leads to hesitation.
Examples of Questioning vs Self-Doubt
To understand the difference more clearly, here are some examples:
Examples of Questioning:
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“Is this the best decision I can make right now?”
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This kind of questioning reflects a desire for clarity and a proactive approach to making informed choices.
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“What else could I do to improve this situation?”
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Questioning here is about exploring possibilities and remaining open to new ideas or improvements.
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“How could I have handled that differently?”
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A reflective type of questioning that helps me learn from past experiences and grow, without judgement.
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“What steps can I take to move forward?”
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This is forward-thinking questioning that seeks solutions to overcome challenges.
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Examples of Self-Doubt:
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“Who do I think I am to even try this?”
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Self-doubt here reflects questioning your worth and ability, rather than focusing on the situation.
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“What if I’m not good enough to succeed?”
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This type of self-doubt leads to fear of failure, making it hard to take action.
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“Maybe everyone else is right—I’m just not cut out for this.”
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A lack of confidence, often influenced by external opinions, reinforces negative beliefs about your abilities.
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“I should have done better; I must have messed it up.”
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Self-doubt leads to excessive self-criticism, overshadowing any learning or growth.
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The Balance
Questioning invites curiosity and action, while self-doubt holds me back and leads to hesitation. Understanding where the line is between these two has helped me realise that the process of questioning is human and natural. But when it crosses into self-doubt, it stops me from growing and moves into a place of fear.
A Skill vs. A Habit
I’ve learned that questioning myself is a skill—one that keeps me accountable and open to change. But I’ve also learned that doubting myself is a habit—and not a good one. It’s something that sneaks in when I’m feeling vulnerable or when I’ve internalised other people’s criticisms instead of trusting my own instincts.
Taking Back Control
So, these days, when I find myself going in circles, I try to stop and ask: am I questioning, or am I doubting? Am I genuinely exploring possibilities, or am I just tearing myself down? If it’s the latter, I remind myself that doubt isn’t truth—it’s just fear wearing a clever disguise. And fear is rarely a good guide.
Moving Forward
I don’t think it’s about never having doubts, because we all do. But I think it’s about not letting those doubts be the ones in charge. If I can question without crumbling, if I can challenge myself without tearing myself apart, then I know I’m on the right track.

Jen May is a passionate coach specialising in female empowerment and self-expression. She is dedicated to guiding women to follow their wild hearts and discover new pathways to freedom and strength. With over 20 years of experience in the entertainment industry, Jen brings rich expertise to her coaching practice. She is certified in NLP(ABNLP), EFT, TFT(ATFT), Life Coaching(MASC), and Hypnotherapy(ABH).
Jen invites you to embrace the mystery of life, to connect with the wildness of your soul, the depth of your emotions, and the power of your unique voice. Together, you will explore the beauty of being fully alive, embracing the challenges and joys of life with an open and resilient heart. Her coaching is a profound call to transformation, to find your voice, and to step into the light of your true Self.