The Kicker The Kicker

What Went Wrong: A first-time editor in chief reflects on a startup that didn’t work

Jul 23, 2026 · 57m

Topics discussed

Introduction and the decision to conduct a post-mortem Olivia's career path and the origin of The Barbed Wire The nonprofit hybrid business model and its challenges Recruiting challenges and defining the editorial vision Differentiating from competitors and content strategy Revenue struggles and the failure of the initial business model Audience growth, team dynamics, and social media strategy Failed verticals and the difficulty of selling niche content Balancing dark investigative reporting with reader accessibility The final months: missed funding and the closing announcement Lessons learned and future plans for Olivia Messer
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