OK. So they sold 200 raffle tickets, and Jennie bought 5 of them.
What has to happen now in order for Jennie to win both prizes ?
-- First drawing. Jennie wins.
Probability = (5 tickets) / (200 possible draws) = 5/200
Now there are 199 tickets left in the barrel, and Jennie has 4 .
-- Second drawing. Jennie wins.
Probability = (4 tickets) / (199 possible draws) = 4/199 .
The probability of it happening just this way is
(5/200) x (4/199)
= (5 x 4) / (200 x 199)
= 20 / 39,800
= 2 / 3,980 = 1 / 1,990
= 0.0005025... = 0.05 % (rounded)