It really doesn't, but as you said that you have made some bets and it never happened to you, they should change something in ToS, it is confusing and just because it is part of ToS, site could force player to place large bet.
Ambiguous wording in contracts means that you are going to run into some problems. That is why they always make a big fuss out of the whole "You" and "We" pronoun game because any non-specificity can result in a legal loophole... for you or for we. 