With teaching teams spread across time zones and campuses, it was difficult to create consistent opportunities for self-reflection and skill development. Formal training often felt too rigid or disconnected from day-to-day teaching. What we needed was a light-touch, engaging way for teachers to spot their own habits, share insights with peers, and keep evolving their practice — without adding to their workload or creating more meetings.

I created Shillo Challenges as a self-initiated internal campaign designed to help teachers reflect, adapt, and grow through playful, exaggerated scenarios. Each challenge took a common behaviour (like over-explaining or clinging to slides) and flipped it into a fun provocation. The goal wasn’t to enforce rules but to invite curiosity, self-awareness, and peer conversation.

By exaggerating the behaviours, the challenges became more relatable, more shareable, and most importantly, more fun. The design used loose, deliberately “badly” set typography that threw out the rule book just enough to feel cheeky and irreverent. Paired with caricature-style trophies that looked like they might one day end up in the staffroom cabinet, the visuals matched the tone: bold, fun, and a little ridiculous. These felt more like dares than training. Teachers could self-diagnose, challenge each other, and laugh along the way. The result was a low-pressure and high-impact way to build a sharper, more reflective teaching culture, one post at a time.