33 Directors + 3 VPs + 2 SVPs = A tone-deaf waste of time and money.
The math is hard to ignore - between flights, lodging, meals, and lost working hours, this easily represents close to a half-million dollar investment. For that expense, I'd expect a concrete deliverable: a roadmap, reorg decision, or a prioritized set of initiatives with owners and dates. As far as I can tell, none of that has materialized - nor will it. No memo, no readout, no change in direction.
This seems like a good moment to ask a harder question: why does IT currently support a director population this large relative to its actual scope of delivery? A retreat of this size implies a leadership bench that, on paper, should be shaping strategy, but the day-to-day experience for most of the org is that priorities shift reactively, tickets sit unworked, and nobody below the director layer can point to what these roles are actually accountable for.
If 39 directors and above can be pulled out of the building for a week with no discernible business impact, it's evidence the roles themselves may be over-provisioned.