I like the post as well.
However, most of what you're saying is..as always, addressed by a firm "It depends".
There's no hard set of rules for any complex game or any contest combining skill and luck.
For example: "Positional Scarcity". It wasn't too long ago that it was kind of a given that a team's SS and 2b and maybe catcher were there primarily for defense. Over time and the increased used of Sabremetrics most GMs have come to the realization that it's pretty hard for a Shortstop's defense to every justify his playing time if comined with say a .600 OPS. On the other hand, in recent years, there seems to be more lackluster 1B and OF. Not too long ago, there always seemed to a dozen or so bankable 1B. Now so many of them come with risk of either a) declining with age (Ryan Howard) b) inconsistency (Eric Hosmer). Either that or they just can't flat out produce in any fantasy category (James Loney). On the other hand, over the past few years, there are a large number of good (but not great) SS and 2B that can be acquired cheaply. This could change rather quickly though.
Whether it means taking a player who is positionally scarce or a SP..once again you just have to "go with what they give you". If you are in a draft and saddled with the n# 12 pick and all the best hitters are gone...you might as well go with 2 Elite SP and dominate there and then hope for the best when taking offense in the middle rounds.
No hard set of rules. In my big office auction draft last year, my goal was to fill up the weak positions. I paid dearly for Longo and Tulo. But it didn't put me off the idea that what I did was right. I got lucky and picked up some superstars (Headley, Medlen) and luckily won the pool. But if Longo and Tulo actually produced? It wouldn't have been close.
Any strategy can win. Be flexible and "go with what they give you".