The Agenda: Why this millennial wants to run her business more like a Gen Z founder

Your Way Home with Hongbin Jeong · Jun 10, 2026 · 10m

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…