Career Transitions
We are HR leaders who are passionate about helping others achieve their full potential. Over the years, we have coached many people through life and career transitions, which has ignited our interest in the topic. We are fascinated with the science behind change, and curious to understand the trends and patterns of successful transitions.
We will bring together guests from all walks of life who have been through crucial career stages. We hope that you will be inspired by learning from the experiences of others- business leaders, executive coaches, and experts.
Career Transitions
The Outlier Advantage: Finding Your Weird and Wonderful S6 I Ep 5
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What does it really mean to belong — not just to a team or an organisation, but to yourself?
In this episode, hosts Vanessa Iloste and Vanessa Teo sit down with Judy Liu, Founder of The Outlier Mind, ICF Professional Certified Coach, Organisational Psychologist, and author of the newly published Beyond Belonging: Finding Home in Who You Are. After more than a decade building the Learning and Development function at Hays across Asia, Judy made a bold leap into entrepreneurship — and has never looked back.
Judy's career path is anything but conventional. Starting with a double degree in Law and Psychology, she moved through recruitment, L&D leadership, and eventually into coaching and organisational psychology — not through a master plan, but by following a thread that only became visible in hindsight. In this conversation, she reflects on what it takes to reinvent yourself multiple times within one organisation, what finally pushed her to go out on her own, and why she believes the most powerful career transitions are not just about changing roles, but about coming home to who you really are.
We explore the psychology behind career change — the fears, the hesitations, and the stories we tell ourselves that keep us stuck. Judy shares why she champions the art of slowing down in a world that celebrates relentless pace, and what it means to lead in genuine alignment with your values rather than the expectations of others. Drawing on her experience across Singapore, Taiwan, Hong Kong, Japan, and China, she also unpacks how cultural context shapes the way people experience belonging — and what organisations often get wrong when they try to build it.
Whether you are contemplating a career leap, leading a team through uncertainty, or simply trying to find your footing in a rapidly changing world of work, this episode offers both provocation and permission to embrace your own weird and wonderful self.
Key themes: career reinvention, authentic leadership, organisational psychology, the future of work, belonging, cross-cultural leadership, entrepreneurship
Connect with us on LinkedIn:
· Vanessa Iloste (Host)
· Vanessa Teo (Host)
· Aaron Wu (Producer)
