Question 1

What is AI Marketing Madness?

Accepted Answer

AI Marketing Madness is a bracket-style tournament where 16 AI marketing plugins built by real marketers on Claude Cowork compete head-to-head. The public watches demo videos and votes for their favorites. The tournament runs March through April 2026 with $1,000 in cash prizes: $500 Grand Prize, $250 Most Creative, and $250 People's Choice.

Question 2

How does voting work in AI Marketing Madness?

Accepted Answer

Each round, two plugins are matched up and the public votes by watching both demo videos and selecting their favorite. One vote per email per matchup. Voting is free. The plugin with the most votes advances to the next round. The tournament uses single elimination across four rounds: Round of 16, Quarterfinals, Semifinals, and Championship.

Question 3

What are Claude Cowork plugins?

Accepted Answer

Claude Cowork plugins are packaged sets of skills, workflows, and context files that install into a Claude Cowork workspace. They extend Claude's capabilities for specific marketing tasks like brand voice creation, content calendars, SEO audits, sales prep, and more. Each plugin in the tournament was built by a real marketer to solve a real business problem.

Question 4

Who can enter AI Marketing Madness?

Accepted Answer

Any theCLICK Pro member can submit a Claude Cowork plugin to compete. Voting is open to the public. Anyone can watch the demo videos and cast their vote.

Question 5

What are the prizes for AI Marketing Madness 2026?

Accepted Answer

AI Marketing Madness 2026 awards $1,000 in total cash prizes: $500 Grand Prize for the last plugin standing, $250 Most Creative for the most original plugin across all entries, and $250 People's Choice for the plugin with the most total public votes across all rounds.