Why wouldn't you want a level playing field for everyone? That way the game is a test of our skill as a manager, not who happened to 'get lucky' with their cup draw.
I'm all for randomness in the game, but it has to be in the right areas i.e. injuries, form, etc.
As a manager, we have absolutely no way of influencing the cup draw or doing anything about it if we get unlucky early in the cup. At least with other 'random' things (injuries, form, etc) we can do something about them, using our skills as a manager. A random cup draw, by it's very nature, will always put other teams at a disadvantage through absolutely no doing of their own.
Don't get me wrong, I'm not one of those whingers in Global on HT that complains about 'too much random'. I have no problem with the random elements that exist in the game, as they are necessary for the game to be enjoyable. However, when the random event (cup draw) arbitrarily disadvantages some teams and provides an advantage to other teams, without giving us any means of influencing it, then I think it begins to have a negative impact on the game.