Somewhat. If the input of the cash is registered via CTRs or SARs, that defeats money laundering because then the person has to explain where it came from in the first place.
Keep in mind too that casinos do not report table game wins to the government. Only machine wins (if high enough) will be reported via the W-2G. Table wins are recorded via WIN/LOSS statements that aren't attested to under penalty of perjury.
Dan the Dandruff Man's scenario also presumes that the player won. If he did not win, all the cash input in the world isn't going to show any kind of register of winning.
Over all, you need have had some kind of experience with this to understand what will and will not work within the context of casinos. I am not a cash player I play with large credit lines, but I do know how it works for table games.
If someone could get all that cash into slot machines without being recorded (no CTRs, no SARs) at least all of the W-2Gs for the larger payouts would seem like wins.