Every marketer has been told to ‘just make a quick video.’ Nobody mentions the five incompatible tools, the watermarked exports, and the format conversion rabbit hole. This is the story of Derek’s Wednesday.

The Messy Middle is a daily comic strip about a New York marketing team navigating the chaos of AI adoption. New strips every week.
What is the Messy Middle? It’s that awkward phase between “we should use AI” and “we actually use AI well.” The part nobody talks about at conferences. The part where tools don’t integrate, prompts don’t work, and the intern somehow figures it out first.