Michael Sylvester
/
Ethics

Why Most Automation Projects Fail (And How to Avoid It)

70% of automation initiatives don't deliver expected ROI. The problem isn't the tools - it's how teams approach the work.

Why Most Automation Projects Fail (And How to Avoid It)

You bought the platform. Ran the pilot. Leadership was pumped.

Six months later the automation is half-finished, nobody uses what got built, and you're back to the spreadsheets you were supposed to eliminate.

Sound about right? You're in good company. Something like 70% of automation projects don't hit their ROI targets.

The technology works fine. So what keeps going wrong?

Problem 1: Automating the wrong stuff

Teams automate what annoys them, not what matters.

That tedious task everyone complains about? Might only take 10 minutes a day. Automating it saves maybe 40 hours a year. One work week. Not nothing, but not transformative either.

Meanwhile, leads sit for four hours because nobody's managing the queue. That's costing real money, every single day. Just ask any dealership - lead response time is the metric they ignore until it's too late.

Start with impact, not grievances. What processes, if they ran faster or more reliably, would actually change the business?

Man examining machinery in dimly lit abandoned facility

Problem 2: Chasing perfection

Team spends four months designing the "perfect" workflow. Every edge case covered. Every exception handled.

By launch, the business has moved on. Requirements changed. The perfect automation solves last quarter's problem.

Ship the 80% version in two weeks. Fix the rest based on what actually happens. Done beats perfect, every time.

Problem 3: Nobody owns it

"The team manages it" means nobody manages it.

Automations need a single owner. Someone watching performance. Fixing breaks. Handling weird cases. Improving over time.

Can't name the person responsible? It's already failing.

Problem 4: Skipping change management

You built it. You announced it. People are still doing things the old way.

Tech is the easy part. Getting humans to change behavior is hard. Most projects spend 90% on building and 10% on adoption. Should be closer to 50/50.

If people don't trust the automation, they'll route around it. Now you've got two processes instead of one.

Problem 5: Set it and forget it

Worked when you launched. Still working now?

APIs change. Data formats drift. Edge cases pile up. Without monitoring, you find out something broke when a customer complains.

Build alerts for failures and exceptions. Check them weekly. Minimum.

What the winners do

Teams that actually succeed share some patterns:

  • Start small, prove value fast
  • One owner with clear accountability
  • Invest as much in adoption as building
  • Treat automation like a product, not a project
  • Measure outcomes, not just activity

Automation problems aren't technology problems. They're execution problems.

Winners aren't using better tools. They're using decent tools with discipline. The same applies to AI implementations - AI agents face similar execution challenges when it comes to reliable tool calling.

Fix the process. The automation follows.

Michael Sylvester

11 years of "can you make these things talk to each other?" - turned into a career.

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