AI Marketing Madness
About This Tournament
AI Marketing Madness 2026 was a bracket-style tournament comparing 16 Claude Cowork plugins built by theCLICK Pro members. Members pitched real plugins solving real marketing problems: social content production, accessibility audits, positioning, podcast launches, donor retention, revenue planning, and more. The public voted. A panel of judges decided. One trophy went home.
Social Content Engine by Nikki Stine won the $500 Grand Prize. Monthly Growth Sprint by Jenn Coles won People's Choice with the most total public votes across all rounds. City Compass by Michael Lands won Most Creative. All three prizes paid cash.
The matchup pages below are now an evergreen comparison archive. Every page pairs two plugins, plays the demo videos side by side, and explains why the winner advanced. Watch both demos, read the scouting reports, and see which plugin fits your use case.
Every plugin runs inside Claude Cowork (Claude.ai Projects). All sixteen are available to theCLICK Pro members. The bracket below is clickable: tap any matchup to go deep on the comparison.