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Except that's not the rule.
It's a plane you cannot break. Sure a line is a 1D representation of the plane projected on to the ground.
It's not a matter of "crossing" the line, it's a matter of touching it.
99.9999% of your disc can "cross" and OB line and be in-bounds. 0.000000000% of a...
It's likely a visa issue. Simon is a German citizen. As far as I am aware, his wife and son are not.
Probably a spur of the moment trip they just couldn't get approved for.
You guys are missing a key point here from Paige's agent "Paige was given a cart key and told where to get the cart by a member of the country club."
It was a member who gave her permission, but member's are not employees and do not have authority to let other people use the clubs carts.