Uncle Samsonite captured Jake and took him to the realm at some point during the absence of Jake's Dad in Volume 4, The Library. found that he has a visit with all the kids around the world
Uncle Samsonite seems to enjoy toying with Jake's Dad, as he will randomly appear at given times but not do him any harm. It is implied that Uncle Samsonite's spirit manifested in Jake's Dad's body after the Epic Fight in Volume 10.
In Volume 8, it is revealed that Uncle Samsonite is The Detective, although it is hinted at prior to the reveal in The Detective's various Ginuwine lines.
Not only is "Pony" by Ginuwine the song most commonly associated with Samsonite and his presence but in the Compendium of the Great Old Ones, it is said that Ginuwine was thought to be influenced by Samsonite. In Volume 9 it is implied that Ginuwine was taken by Samsonite.