A Teacher's Worst Fear?

I recently read this well written article by Ari Margolies in TabletMag titled Taking Off My Tefillin.

It is honest and telling of the inner workings of a struggling young man with faith (who will probably go on to be a fine journalist/author).  There is currently a honest and somewhat snarky conversation on Lookjed on Yeshiva Education and Long Term Observance which raises the perspective of parents, teachers, and administrators.

One comment worth sharing from Avi Billet:

I've noted for many years that yeshiva high schools like to boast where their graduates are either accepted or go to university. I'd be interested to see a five-year follow-up boast of how many of those kids still consider themselves observant. I am sure the numbers will not be even close to even. 

As educators, how do we share a long term spiritual mission in digestible and mundane pedagogical encounters.  The school year has ended or is wrapping up this week, but let's face the hard questions - how do we measure our successes and failures?