Should TSP/Roth be a formal block of instruction during Basic Traing?

It probably should be. I know that as a drill sergeant, during the end of BCT we try and give the soldiers advice on this type of stuff. It's not into detail though. I always tell them to link up with their first line leader once they get to their duty station.

I wonder if there isn't a "financial readiness" block somewhere already in the TRADOC POI for OUST? It's an aspect of deployment readiness for Soldiers, and of course unit leaders address their Soldier's finances frequently - but usually these are interventions into a "situation" after the damage has already happened!! Also much of the "mandatory annual training" happens in large venues with 1/2 day or long periods of time on one boring topic after another, and so it doesn't always connect. Seems to me the best way here would be at the Squad / small unit level, something on a par with "SGT's Time" training except instead of tactical / MOC tasks or battle drills, this is a "life skill" that requires a mentoring environment that only trusted leaders close to the Soldier can deliver. Great idea maybe for a PL to put together a "packet" w/help from the PSG, but for instruction by SLs...?

No - not during Basic - it should come during AIT or later in OSUT. In Basic there is too much to focus on for just getting transitioned. A secondary argument could be made for minimizing the problems associated with those who don't make it through basic.