I actually received permission from ImagiSOFT to build the sequel, titled Redhook's Revenge: Call of Booty which adds in 1000s of general trivia questions, which is freely available on itch.io:
Yes! My mother and I would play this quite a bit together! Though it would always crash on us during certain quiz segments. But it certainly was the first time I learned of the term 'Union Jack.'
I'll give your sequel a try! Thanks for the nostalgic reminder!