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I just open up a notepad file, then sort the whole team by current overall ability. Set it to look at all batters first. Then write in the notepad where the top player should probably go (and make a note of other positions he may be decently capable at), and note if their salary is too high for their ability so you should look to offload them if you can.
Once you figured out a starting lineup of positions (don't worry about batting order), and a few more fringe players that can be backups, you're done with that. You also only really need to worry about top players. If the best you have for some parts of you starting lineup are some 20/80 guys, then don't fret too much because you should be able to get at least some minor upgrades there through trades.
For pitchers, again sort the top guys, check for capability of being a starter, and find your best 5 starters and then the best 8 relievers or so. Again, don't worry about trying to select which of the weak guys should be your last relievers or starters. Instead, you should be looking for decent improvements to get in trades first.
Then for prospects, you can just check on the highest potential ones. I don't think there's much need to really get to know even the middle rated ones at 40/80 or below. They won't really be worth too much even if they reach that potential, and if you need a player of that level, it's really not too hard to acquire someone near that level. Maybe an exception is for starting pitchers, so you can check even a bit lower on the potentials for those. (This is assuming your do not have the ratings adjusted to the ML, and instead use raw ratings, and also that you don't have ratings adjusted to each position seperately)
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