Why a Legal Battle Could Develop Between DraftKings and a Former Bachelor Contestant

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Are Jade Roper Tolbert and DraftKings headed for a legal dispute over a $1 million prize?

The 33-year-old former contestant on both The Bachelor (Season 19) and The Bachelor in Paradise placed first in DraftKings’ “Millionaire Maker” challenge over the weekend. Her winning entry was one of the 150 entries she purchased for $20 each, for a total of $3,000. DraftKings caps the number of allowable entries per player to 150 in order to ensure that no player “games” the system by obtaining higher than acceptable odds.

Roper Tolbert’s winning entry amassed the most points of the 105,883 total entries purchased by players in the competition. Her 180.78 points edged out…