I know one damn thing: If I'm three sets ahead, and I know I've got the best of the game, I'll be glad to double up, on one condition: If the other player is willing to post two sets worth of cash up front.
What's been left unsaid in this conversation is that too many of those "let's double the bet" players are playing on ass, or at best firing one more barrel in order to get a chance at going deep into your pocket while risking very little (or nothing) more themselves. Fortunately you can smell most of those "high rollers" a mile away.
Obviously here I'm not talking about players with good reputations for being willing to go off and paying off the last set, but in most pool rooms these days there aren't many players like that.
As for the Big Score stuff, the best way to get into that without all the aggra of macho manning the guy who's ahead is very simple: Instead of races, put up ALL the money you're willing to lose, and play a FREEZE OUT for the whole wad.
And if both players agree, you can set a time limit on the match, with the appropriate proportion of the stake being given to the player who's ahead when the time expires. If the prop is 10 games ahead for $1000, then if a player is 7 games ahead at the gun, he gets $700. And so on.
That takes the hustling BS out of the story, and lets the matter be settled by the simple factors of skill and heart.
Or as the saying goes, "Money talks and bullshit walks."