Jobin Bottleglass Doubtfire is a mystery man, famous for one monologue.
Tiffany is a Human Bard, Chaotic Neutral. She plays a ukelele and constantly wears the wedding dress that she had on when she was left at the altar.
Bobby is a Half-Orc Ranger, Lawful Good. He is an Orc Scout from Troop 67, but got lost from his troop one day and was too ashamed to return just yet. He'll prove himself so his parent's aren't mad.
Teddy is an Eladrin Elf Bladesinger/Wizard, Neutral Good. He is highly intelligent and very affable, if somewhat awkward, but is working toward becoming as charismatic as his childhood swashbuckling heroes. Teddy seeks his fortune with bright, if naive, eyes.
Dola is a Chaotic Good Variant Human Fighter. She is the captain of a gang of air pirates made up of her seven sons and husband Motro. Her airship is called the Tiger Moth.
The gang is a band of air pirates consisting of Dola's husband Motro (ship mechanic) and their seven sons (the gang), at least some of whom may be adopted due to how different they look from one another. They are the crew for the Tiger Moth.