It would be wise, though I doubt it can be required to make automatic 15-20% tax withholdings on NIL income. Estimated tax payments would be required anyway. I bet there will be a lot of non-standard agents like parents, other family members.
More of the #2 position, and yes he won the #2 position. The HC was meh, can't remember who his position coach, or who the line coach was, but in that era they didn't go far.Did the back up win the stating job? If he didn't, none of it means shit. And if he did, then you probably have a group of coaches who weren't around for long.