Back at Spider Miles in the North Blue sixteen years ago, he already was an officer of Doflamingo's crew . He and Diamante later spoke with Law about the remainder of his life and Corazon's behavior as Corazon threw Law out the window.  After Law had been with the crew for about a week, at a meal with the other members of Doflamingo's "family", Trebol asked Law if he was feeling homesick and casually mentioned about how Corazon injured Law during their first meeting. The crew then learned that Law was sick with the Amber Lead Syndrome . 
Streusen was once a chef and a pirate, but his career as the latter was ruined. He resided on an island, and 62 years before the start of the series, he witnessed a 6-year-old Charlotte Linlin unknowingly committing a horrifying act that caused the disappearance of Carmel and the children of Sheep's House . Finding the event funny, he decided to join up with her and not leave her alone. He approached Linlin, and the two eventually banded together, deciding to make the island into their dream country, which would become Whole Cake Island . The two operated together as Linlin began her pirating career, quickly becoming infamous until she finally became one of the Yonko . Streusen regained his career as a pirate, as the first and founding member of the Big Mom Pirates , alongside Linlin herself.