Plan comparison
The Middleman has four current plans designed to match your volume and team size. All plans include the core AI production file generation — they differ in volume limits, team seats, and advanced features.
Starter
$0/month — no credit card required
- 5 AI generations per month
- 1 active event at a time
- Timeline, checklist, and vendor-email drafting
- Free entry into the workflow before you upgrade
Perfect for: teams that want to test the workflow before moving into a paid workspace.
Pro
$29/month
- More monthly AI capacity
- More room for active work
- Shared operational visibility
- The first paid upgrade after Starter
Perfect for: operators who have proven the workflow in Starter and need more room to run live work.
Pro Annual
$990/year
- Full Pro access
- Annual billing through platform checkout
- Lower effective monthly cost than month-to-month
- Best fit once Pro is already your default workflow
Agency
$299/month
- Everything in Pro
- White-label documents
- Administrative controls for larger teams
- Structured rollout support
Perfect for: event production companies and hospitality teams managing multiple operators and broader rollout.
Founding 100 pricing
Founding members receive 50% off any plan, forever. Learn more about the Founding 100 →
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