5 Questions to Ask Before Buying AI Solutions

Most AI projects fail before a single line of code is written. Here's how to beat the odds.

Published February 10, 2026 | By Scott Hay, Microsoft Certified Trainer

We've worked with dozens of businesses eager to implement AI. Many come to us with excitement about ChatGPT, generative AI, or automation tools they've seen demoed at conferences.

But excitement doesn't build working systems. And we've learned to ask five critical questions before we'll take a client's money—because if the answers aren't right, the project will fail regardless of how good the AI is.

Here are the questions that separate successful AI implementations from expensive failures.

Question 1: Can You Define Success in Numbers?

"We want to save time" is not a goal. It's a hope.

"Reduce proposal turnaround from 5 days to 2 days" is a goal. It's measurable. You know exactly when you've succeeded.

Why this matters: If you can't quantify the problem, we can't measure the solution. And if we can't measure it, we can't prove ROI. That means you're spending money on faith, not strategy.

Examples of measurable goals:

If you can't answer this question with specific numbers, stop. Define your success metrics first, then come back to AI.

Question 2: Do Your Workflows Exist Outside People's Heads?

We can't automate tribal knowledge.

If your process is "Ask Sarah—she knows how to do it," you're not ready for AI. You need documented workflows first.

The 78% problem: According to our analysis of failed AI projects, 78% of businesses skip this step. They try to automate processes that aren't even documented. The result? AI that guesses wrong, frustrates users, and gets abandoned.

What "documented" means:

Our process: We map your workflows before we build AI. If your process doesn't exist on paper, we create it with you. Then we automate it.

This isn't overhead—it's insurance. Documented processes ensure your AI does what you actually need, not what we think you need.

Question 3: Can Your Systems Share Data?

Real example: We had a potential client running their entire scheduling operation through email forwards and a shared Google Sheet. Different team members would email appointment requests, someone would manually copy them into the Sheet, and another person would send confirmations.

They wanted AI to "automate scheduling."

Step one wasn't AI—it was plumbing.

If you're copy-pasting data between tools, you don't have an AI problem. You have an integration problem. And until you fix that, AI will just be another tool in your copy-paste workflow.

Integration beats automation

Before AI can help, your systems need to talk to each other:

Sometimes we build these integrations ourselves. Sometimes we recommend middleware like Zapier or Make. But one way or another, the plumbing comes first.

Good news: Once your systems are connected, AI becomes dramatically more powerful. You're not just automating tasks—you're creating intelligent workflows that span your entire business.

Question 4: Will Your Team Actually Use What We Build?

We've seen perfect AI solutions sit unused because no one showed the team why it matters.

Technology adoption isn't about features. It's about people.

The change management checklist:

Our approach: Change management isn't optional. It's part of our delivery.

We don't just hand you code and walk away. We train your team, document the workflows, and make sure everyone understands why the new system makes their job easier.

Because the best AI in the world is worthless if your team routes around it.

Question 5: Do You Have 90 Days?

We deliver working solutions in 90 days—not 6-month "discovery phases" that never ship.

But 90 days means real commitment:

If you're too busy to engage, we can't deliver. AI projects don't succeed in a vacuum—they require collaboration.

What 90 days looks like:

Weeks 1-2: Discovery and planning (interviews, process mapping, requirements)

Weeks 3-8: Build and test (iterative development, weekly check-ins)

Weeks 9-12: Deploy and train (rollout, training sessions, support handoff)

Fast enough to see results quickly. Slow enough to get it right.

How We Work: The AIA Copilot Difference

We solve real business problems with custom AI solutions you own.

No subscriptions. No lock-in. No monthly fees forever.

You pay once, you own it, you're done.

Recent projects:

Each delivered in under 90 days. Each with measurable ROI. And we guarantee those outcomes.

The Honest Answer: You Might Not Be Ready Yet

If you can't answer these five questions clearly, you're not ready for AI implementation. And that's okay.

Better to know now than after you've spent $50,000 on a failed project.

What to do if you're not ready:

  1. Define your success metrics (Question 1)
  2. Document your workflows (Question 2)
  3. Connect your systems (Question 3)
  4. Get team buy-in (Question 4)
  5. Commit the time (Question 5)

Once you can answer all five, you're ready. And the AI project will have a dramatically higher chance of success.

Ready to Explore AI for Your Business?

If you can answer these five questions clearly, let's talk.

We offer a free AI Opportunity Assessment where we evaluate your business against these criteria and give you a concrete roadmap—whether you're ready to build now or need to prepare first.

Book a consultation: aiacopilot.com/schedule

Or email me at scott@aiacopilot.com with "ASSESSMENT" in the subject line.