Gary Whitta
Member
VS.
One-on-one naval engagements to the death.
There would be two "home" and "away" rounds. One in Aubrey's time with wooden sailing ships, another in the 24th Century with Sovereign-class ships. Both matches allow sufficient time for each captain to familiarize themselves with the technologies and practices of the time. I think Picard would have a slight edge there since he's already quite familiar with age-of-sail tactics whereas Aubrey would have a lot to learn about sensors and shields and whatnot. But at the end of the day my money would still be on Lucky Jack.
PS: Don't tell me you wouldn't pay top dollar to see this in theaters.