You're probably right about that; Rincewind would be constantly looking for opportunities to run away. He'd fail, but he'd still try. I'd rather bring along Granny Weatherwax or Susan Sto Helit than Vimes, though.
Which would make the best LessWronger? I'd call Vimes the doggedly rational type... but Susan is probably more likely to go about her dogged rationality in a theoretical/mathematical way. And Granny Weatherwax does like methods that WIN, but I'm not sure that she cares very much just how they achieve it.
So I'd intended this story as a bit of utterly deranged fun, but it got out of control and ended up as a deep philosophical exploration, and now those of you who care will have to wade through the insanity. I'm sorry. I just can't seem to help myself.
I know that writing crossover fanfiction is considered one of the lower levels to which an author can sink. Alas, I've always been a sucker for audacity, and I am the sort of person who couldn't resist trying to top the entire... but never mind, you can see for yourself.
Click on to read my latest story and first fanfiction, a Vernor Vinge x Greg Egan crackfic.