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Meet Nachum Kaplan

Nachum Kaplan’s work is shaped by a deep familiarity with pressure, failure, and the uneasy space between who we think we should be and who we actually are. Before entering clinical practice, he spent decades in high-stakes corporate environments, leadership roles, and performance-driven cultures where mistakes carried real consequences, and self-worth was often tethered to outcomes.

 

Across these years, Nachum came to understand a core psychological truth that now anchors his work: People are not undone by failure itself but by the meanings they attach to it, and the strategies they use to avoid feeling it.

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A graduate of Monash University and clinical member of the Singapore Association of Counsellors (SAC) and Psychotherapists, his clinical orientation draws on Cognitive Behavioural Therapy (CBT), informed by extensive leadership experience, martial arts mastery, and a personal history that includes misjudgments, reinvention, and learning to sit with discomfort rather than outrun it. This combination allows him to work fluently with individuals who are competent, driven, and outwardly functional — yet inwardly self-critical, anxious, or stuck in cycles of avoidance and overcorrection.

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Why We Need a “Mistake Mentor”

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Society taught us how to read, write, and quietly bury our mistakes. What it didn’t teach us is how to:

  • Navigate failure without spiraling into self-sabotage

  • Turn anxiety into forward motion rather than paralysis

  • Replace toxic positivity with practical, usable self-compassion

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Most of us arrive in adulthood only to realise no one handed us a manual for being human. Nachum’s work is about writing that manual — thoughtfully, realistically, and together.

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How Nachum Works
 

  • Identifying cognitive patterns that amplify failure and anxiety

  • Learning to respond to mistakes without collapse or avoidance

  • Converting anxiety into information rather than alarm

  • Replacing toxic positivity with grounded self-compassion

  • Building psychological flexibility under stress

  • Sessions are structured, reflective, and oriented toward action — without shaming, rescuing, or superficial reassurance.

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Who He Works With

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  • High-functioning individuals who struggle with anxiety, self-criticism, or intense internal pressure despite appearing capable on the outside

  • Men with low confidence, fragile self-worth, or a persistent sense of inadequacy beneath competence or bravado

  • Individuals navigating addiction or compulsive behaviours, particularly where shame, avoidance, or emotional suppression are central

  • People who experience anger as overwhelming, poorly regulated, or misdirected — including difficulty expressing anger without escalation or withdrawal

  • Professionals caught in cycles of overthinking, perfectionism, avoidance, or burnout

  • Individuals navigating career transitions, leadership strain, or identity disruption

  • Anyone learning how to face mistakes, emotional intensity, or loss of control without collapsing into shame, aggression, or self-sabotage

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Clinical Member of SAC: C1076

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He is from Melbourne, Australia. He speaks English, and Malay.

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stayingsane101         Journeying with clients since 2017

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