As someone that has played a #1 Woman player before back in the day (Dorothy Wise "Dotty"), here is my opinion:
1) Race to 150, 14.1, even match Jean spotting Allison 30 balls.
2) 9 ball, winner breaks (Money style), race to 50, Jean spotting Allison
12-13 games on the wire for even match.
3) 9 ball, alternate break (tournament style), race to 50, Jean spotting Allison 8 games on the wire for even match.
I think Jean is a little better strategist than Allison, although we would have to see her 'defense' to really conclude on that. Jean has the better stroke, IMO, but not to take away from Allison as she also has a very good stroke. On power shots, Jean wins hands down against Allison.
The competition for Jean was not as tough as Allison playing other women players, but Jean played some well respoected men's players, and beat them, therefore I think the toughness and killer instinct has to go to Jean too, although Allison is a fighter too.
BTW, I would of considered Dotty an 'A' player, but not above that. I took $400 off of her playing on a big table, and feel as if I could have given her the 7. She had a male companion with her to be the 'draw', with her being the 'hammer', but it didn't work out for them.
Another point I would like to make is Jean retired in 1989 at the age of 29, so she is ONLY 46 TODAY, and not what I would call 'over the hill'. If they were ever matched up, I think it wouild stand the Pool world on its head, being able to sell out railbird seats for $500 a seat, as well as being on TV. And they would have to play by TODAY'S standards, not yesterdays.