Cassandra spent more than 12 years building her career at companies including FoodPanda, Chope and TripAdvisor before being retrenched in 2023. Instead of returning to corporate life, she founded OtterHalf, an award-winning fractional marketing agency.

What makes her story stand out is how Gen Z has influenced her leadership style. Rather than imposing traditional career expectations, she built a workplace centred on flexibility, purpose and continuous learning, shaped directly by her team's values and feedback.

As a mother of two young daughters, Cassandra has also begun reflecting on a bigger question: what attitudes towards work, success and ambition are today's leaders modelling for the next generation?

On The Agenda, Hongbin Jeong speaks with Cassandra Ong, Founder of OtterHalf, to find out more. 

Cassandra spent more than 12 years building her career at companies including FoodPanda, Chope and TripAdvisor before being retrenched in 2023. Instead of returning to corporate life, she founded OtterHalf, an award-winning fractional marketing agency.
What makes her story stand out is how Gen Z has influenced her leadership style. Rather than imposing traditional career expectations, she built a workplace centred on flexibility, purpose and continuous learning, shaped directly by her team's values and feedback.
As a mother of two young daughters, Cassandra has also begun reflecting on a bigger question: what attitudes towards work, success and ambition are today's leaders modelling for the next generation?
On The Agenda, Hongbin Jeong speaks with Cassandra Ong, Founder of OtterHalf, to find out more.&nbsp;

Your Way Home with Hongbin Jeong is your 4–8pm drive companion,

Your Way Home with Hongbin Jeong is your 4–8pm drive companion, guiding you through the day’s biggest headlines, trending conversations and the issues shaping Singapore and the world.

From news and current affairs to lifestyle insights and generational perspectives, the show helps you make sense of what’s happening — with clarity, context and a touch of personality.

Whether you’re catching up after a long day or tuning in on the move, Your Way Home keeps you informed, engaged and connected — all the way home.

And she closes the day with a song that says it all.

Your Way Home with Hongbin Jeong is your 4&ndash;8pm drive companion, guiding you through the day&rsquo;s biggest headlines, trending conversations and the issues shaping Singapore and the world.
From news and current affairs to lifestyle insights and generational perspectives, the show helps you make sense of what&rsquo;s happening &mdash; with clarity, context and a touch of personality.
Whether you&rsquo;re catching up after a long day or tuning in on the move, Your Way Home keeps you informed, engaged and connected &mdash; all the way home.
And she closes the day with a song that says it all.