Yeah having a judge observe each resolution of a dexterity card would start to require multiple judges at even smaller events, lest we hold up the game by waiting for spells to resolve. Time's obviously enough of an issue to most Magic players, that we shouldn't require supervision to resolve spells.
I don't think ante or dexterity cards really provide a good parallel to Shahrazad. Ante cards involve the chance to lose your own property to a bad draw and . Dex cards are, for one, as bad as coin flip cards which virtually never see play, but additionally they pretty much instantly remove strategy from the game. Shah resolves like a 'normal' Sorcery, has an effect which is entirely handled by the rules of the game, does not risk the exchange of ownership between Moxen and Swamps, and does not create the same issues that Chaos Orb potentially creates. The only thing Shahrazad does when it resolves is creates a subgame of Magic, and assuming all players involved know how to play a game of Magic then there is no issue.
Obviously having Chaos Orb or ante cards legal would suck. I'm just pointing out that it's theoretically possible to create tournament rules that support them. Ante cards could be legal because they all have the clause, "remove from your deck if you're not playing for ante." In other words they would be blank cards whose only purpose is to be removed from your deck. If the judges are too overworked, then just say that Chaos Orb is the lowest possible priority for judges. If they don't get around to dealing with the card, then the match is declared a draw. (Also, how many people are going to play Chaos Orb anyways?)
Again, I'm not recommending this or anything. Why? Because it would be boring, un-fun and just plain stupid. But Smennen seems to be making the argument that we should completely ignore those aspects. I just don't think that argument works.