STRATEGY · 7 MIN READ · January 28, 2025
By Ben Sporn, Founder

The AI Deployment Checklist: What Separates Projects That Ship From Ones That Stall

Most AI projects fail before they start. These are the seven checkpoints that change that.

Most AI projects fail before they get to production. Not because the technology doesn't work. It does. They fail because the deployment process is treated like a software project when it's actually an operations project.

After running dozens of deployments across multiple verticals, we've identified the seven checkpoints that separate projects that ship from ones that stall indefinitely.

The Seven Checkpoints

  1. Friction audit complete. You cannot automate a process you haven't mapped. Before anything else, run a structured friction audit and identify the top 3 targets. Don't skip this.
  2. Data access confirmed. Does the AI agent have reliable, programmatic access to the data it needs? API access, DMS exports, CRM webhooks, confirm these work before the deployment timeline starts.
  3. Output owner assigned. Every automated output (a drafted review response, a generated listing, an anomaly alert) needs a human owner who reviews it before it's final. Name the person before you build the workflow.
  4. Rollback defined. If the automation produces bad output, how do you turn it off? This should take 2 minutes, not 2 hours. Have the kill switch before you go live.
  5. Success metric locked. "AI is helping" isn't a metric. "Review response rate went from 23% to 100%" is. Define the number before deployment so you know what you're measuring against.
  6. Two-week go-live target set. Deployments that don't have a hard go-live date drift. Set the date, work backwards, and treat it like a real deadline.
  7. 90-day review scheduled. Book the 90-day check-in before you launch. Most of the ROI value in automation compounds after the first 90 days. You need to show up to capture it.

The Most Common Failure Mode

Checkpoint 3, output owner assigned, is where most projects stall. The automation produces good output, but nobody owns reviewing it, so it sits in a queue, and eventually the automation gets turned off because "nobody uses it."

Automation doesn't replace ownership. It changes what the owner does from generating to reviewing. Make that role explicit before you go live.

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