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I still have the OOTP equivalent of new car smell clinging to me as well, but here's my couple of cents:
1) If you can find a way of getting the AI to give you useful trade proposals, much less the specific kind you're interested in, you're a better player than me... I keep getting "32-yo #3 starter plus AAA washout for cost-controlled 25-yo 5-win outfielder".
2) This won't do wonders for my cred, but I find I just don't have enough actions to sim day-to-day. I sim a full week or more, having it stop on injuries/trades/etc. and find that it works fine for me.
3) Prospect progression in general is more magic than science. But playing regularly is a Good Thing(tm). Bringing a kid up to pinch-run once a week will slow down his development a bit.
4) I look more for the full package than any specific component. I like starters to have three 55+ pitches on 20-80, not two and an afterthought. Same with stuff, control, movement - plus on all if possible since weaknesses will be discovered at the top level. In some cases you can get perfectly serviceable #2-#3 starters with an overall rating in the 50s while others who are rated in the 70s and so theoretically far superior can't get below a 4.00 ERA for the life of them.
5) I think of it this way - the scouting director determines how efficient your scouting apparatus is, your funding determines how effective it is. If you don't give your director enough feet on the ground (bird dogs, cross-checkers, etc.), you're tying his hands. While if you put a mediocrity in charge, he won't be able to use even a solid organization to its full potential. The director and funding levels heterodyne.
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