There was a bachelorette couple that won the milly maker last year on DraftKings and they flaunted on twitter how they both maxed out their 150 lineupes next to each other, so essentially having 300 differentiated lineups. A big no no, aka collusion.
So yea, you can win but once you reveal to the world you had an angle outside of ‘fair game’...they will come after you.