As Senior Product Designer (and de facto Head of Product) at Cipher, I faced a landscape where corporate security training felt stuck in the 1990s—unfriendly, uninspiring, and seemingly written by robots. Instead of imposing another dreary lecture, I led with a human-centered design process: talking directly with users, sketching rough ideas early, refining prototypes through real feedback, and iterating until the product truly felt like it belonged to the people using it. This thoughtful approach guided the creation of Real-time Remediation for phishing simulations and Security Events in our analytics platform, both of which helped reshape the industry from top-down mandates into a conversation that considered real human needs.