"That's the problem, I lost the bet."
Diamond's jaw dropped, "YOU WHAT?!"
Vernon sighed. He dropped all the documents in his hand and leaned on the executive chair, "I lost the bet. I found out that Dorothea never told Vincent about my relationship with Chloe, that's why Vincent has no suspicion of me whatsoever."
"Wait, the whole Gray foundation fund—well, stuff you two talked about? Did she actually do it?" Diamond had gotten the information about the whole bet thing from Chloe and Vernon.
Thus she knew the whole point of the bet.
If Dorothea actually helped them by fulfilling her promise to stop the scholarship fund of Gray foundation for all awardees for three months, that meant Chloe won the bet.
But if she didn't do anything for the whole month, or even worse, told Vincent about their relationship, then Vernon won the bet.