My take on pick 19 is that it is worth a bit more because of the break. In theory, every club has some sort of spreadsheet, and as players are drafted to other clubs, they press a button and the spreadsheet tells them who their next pick should be - based on the criteria the club has entered for the player(s) they want.
But in practice (and also in theory), the number of possible scenarios multiplies rapidly as each pick happens, and no matter how good your software was, having a few hours to sit and look at what you've got so far, and what is still left, will help clarify your thinking.
Of course, you can go to the logical extreme, and starting in October, one pick is made each day until some time just before Christmas...