Taking Jackson over Young is a calculated risk; much of the downside risk has already been mitigated by drafting Rivers.
The legitimacy of the (perceived) risk taken in 'reaching' for Pickett is currently unknowable.
Give the state of our list, prior to the trade and draft period, I can understand the Football Department's thinking. The addition of these draftees, plus the likes of Langdon, Tomlinson and (hopefully) Bennell, could take us all the way to a flag.