Firstly blend simple facts/observations with humor. It's actually as simple as finding the perfect balance between the two which memes are perfect for. The first real challenge of redpilling is penetrating past mental barriers which trigger revulsion to 'taboo' subjects when invoked. Then you inspire their inquisitiveness to explore these taboo subjects beyond what they were programmed to believe. Then you lay out more detailed information to fine tune the redpilling, only when they ask you for it. It's important NOT to shove redpills down someone's throat, let them seek them out instead.