Seeing Through Your Child's Eyes: Understanding Their Inner World
Parenting Circle — from the OTR Academy Club
Seeing Through Your Child's Eyes: Understanding Their Inner World
Understanding your child’s brain development and its timeline
The real reasons behind your child’s behavior
Decoding challenging behaviors with practical frameworks
Connection tools that foster trust and empathy
- Interactive exercises and real-life scenarios for immediate application
Dates: Thursday, 7 & 14 August 2025 (2 sessions)
Time: 12:45 - 2pm
About the OTR Academy Club
The OTR Academy Club is created as a post-training, branded community space of the OTR Academy where practitioners, volunteers and the public can continue personal and professional growth with holistic wellbeing as the overarching theme — through ongoing events, peer support circles, and workshops. The structure is flexible, allowing for multiple thematic circles (e.g., for parents, teachers, career, etc), and emphasizes shared learning, applications, and the development of practical wellbeing skills. We want to create an environment where each group has a clear structure and a safe space for both practice and peer learning.
Our purpose is to inspire individuals in their personal and professional development journeys and foster deeper connections. Through deep sharing and guided reflections, attendees will learn how to thrive through stories, tools and strategies, as we work together and support each other as a community in our move towards a holistic transformation.
Our circles revolve around four main themes:
DEVELOP: Personal development through understanding ourselves — our strengths and blindspots — in order to continue growing with clarity and purpose.
CONNECT: Mastering the science and art of communicating with compassion so that we thrive in the relationships that matter.
LEAD: Level up leadership skill sets with focus on leading with purpose and connection in the age of AI.
BELONG: Bringing community and collaboration to the forefront by sharing access to a large network of professional mentors, social impact leaders, mental health practitioners and experts.
About Parenting Circle
In our Parenting Circle series, we want to create a mindset shift in parenting: Shift Toward Child-Centered Parenting, Breaking Generational Patterns Through Self-Awareness, Cultivate Child-Centered Conversations and Promote Self-Work for Parents.
We welcome all parents to join.
Deepa Gupta
Founder of RAEwithDeepa Pte Ltd; Certified ICF Transformational Coach
Deepa Gupta is dedicated to empowering parents and young adults in Singapore and beyond. Her parenting journey began in New Delhi as a banking professional and mother, where she realized that meeting her child’s needs wasn’t enough—a deeper emotional connection was missing. Relocating to Hong Kong without the support of family or community deepened this realization, prompting her to pursue executive and life coaching. Applying these tools at home transformed her relationship with her son from control to friendship and mutual respect.
Deepa now advocates for a progressive shift in parenting: task-based, hierarchical parenting to nurturing resilient, independent children through strong emotional bonds. She works with parents, young adults, and community groups, fostering self-awareness, confidence, and positive transformation through interactive coaching and mentoring.
Passionate about building supportive ecosystems, Deepa believes community support is more vital than ever in today’s fast-paced world. Guided by the philosophy that “it takes a village to raise a child,” she equips parents with the tools to foster emotional intelligence and meaningful family connections.
For Deepa, listening to your child is a gift.
Yen-Lu Chow
Founding Executive Chairman, WholeTree Limited / Over-The-Rainbow & Asia Institute of Mentoring; Founding Partner, Fatfish MediaLab; Executive Mentor, YSI SEA; Founder, Deep Human Movement.
A former Apple Distinguished Technologist, Yen-Lu is an award-winning entrepreneur, technologist, venture catalyst & angel investor, mentor & advisor turned author and keynote speaker, mental wellbeing champion, social innovator & change-maker, ecosystem builder, philanthropist and humanist.
As the co-founder of the Over-The-Rainbow youth mental wellness initiative, Yen-Lu understands the importance of mental wellness as a life priority and has given numerous talks and been featured frequently in the media. He believes every young person has a voice, an innate gift, a deeply held aspiration waiting to find creative fulfillment. When we nurture the seeds of these innate gifts with attention, acceptance, and love – by providing the right environment, and giving it purpose – these seeds sprout and grow, and the human spirit with its deepest aspirations finds fulfillment.
He sits at the nexus of three major social ecosystems: mental health, mentoring and sustainability, bringing extensive experience in tech and entrepreneurship to build ecosystems and mobilize communities to create positive social change. In a fast-paced world where the only constant is change, he believes there is an urgent need for each of us to draw on our strengths and creative potential as human beings to contribute towards humanity in a positive and impactful way. He enjoys building ecosystems and mobilizing the community to create positive social change. With the launch of his family foundation and other social impact initiatives, Yen-Lu devotes his time serving both society and the nation in his various capacities.
He is on a life mission to help bring about a kinder, gentler, more inclusive, more just and sustainable world.