I'm not sure, but I think plant is being activated when it is re-rolled onto by the re-roll all dice event. not when the face is showing before the attempt, but when the face is showing after the attemp
because after a certain point attempts just become passive income, gold dice are op. even if it would take more attempts using them, it would still be advantageous to use as many gold dice attempts as you can when your 1 turn away from winning, as each time you use 2 or more gold dice, it nets you +1 (or more) money at the end of the round