Even though he frequently left the casinos with more than $10,000 cash, Wilson would make deposits of $10,000 or less into his bank account.
His cash deposits of less than $10,000 were aimed to avoid filing currency transaction reports because he did not want the FBI to become aware of his gambling activities.
Wouldn't the casino have filed?
Only if the $10,000 was cashed in.
He could have walked in with $10,000 (purchased chips of $5,000) won $1,000 and cashed in $6,000 walking out with $11,000. The sentence is poorly written (even by my standards).