Juanita Castro

Born into the prominent Castro family, Juanita Castro found herself on the opposite side of the political spectrum from her revolutionary brothers, Fidel and Raúl. While they were busy remaking Cuba in their socialist image, Juanita was busy helping those flee the new regime, eventually becoming a vocal critic and self-imposed exile.

Her opposition wasn't just ideological; it was operational. She famously admitted to collaborating with the CIA in the early 1960s, a detail that surely spiced up family dinners. One can only imagine the holiday tension, with Fidel discussing Marxist theory and Juanita secretly plotting with Uncle Sam.

After leaving Cuba in 1964, Juanita settled in Miami, where she continued her anti-Castro activism, ran a pharmacy, and penned her memoirs, Fidel and Raúl, My Brothers: The Secret History. Her life was a testament to family discord reaching international political proportions.