Monday, October 13, 2025

Making the Case for Middle Management with Dennis Stevens


Dennis Stevens joins drunkenpm for a deep dive into the challenges faced by middle management in organizational change. Dennis argues that Agile and transformation efforts often fail because they treat middle managers as a roadblock, when in fact, these managers are simply victims of a badly designed system. The core idea is that companies shouldn't try to eliminate these roles but must instead design specific organizational "containers" and routines that force middle managers to leverage human nature (like self-interest and competition) to drive innovation. The goal is to shift strategy from a static plan to a dynamic process that lives in the interactions between people, ensuring all the work being done is strategically aligned, measurable, and ultimately successful.

You can find the podcast here: https://tinyurl.com/4tp8hcct


Links From The Intro

Productivity Survival with Mark Kilby and Dave Prior 

No One is Coming to Save You