K and I recently started watching Slings and Arrows on Netflix. I watched this show back when it was broadcast from 2003 to 2006 and it has held up well since then. Slings and Arrows revolves around a Stratford-ish theatre company with an assortment of problems. Dreamboat Paul Gross plays the passionate, disheveled and troubled actor/director who steps in to run the show after the death of the Artistic Director. The show also stars theatre great Martha Henry, Rachel McAdams in an early role, and former Kid in the Hall, Mark McKinney.
With three short seasons, this is definitely a worthwhile watch.