Insights

Practical thinking on AI strategy for ops and marketing leaders at mid-market companies.

May 2026·8 min read

The Vendor Evaluation Framework: How to Run an AI Tool Pilot Without Wasting 90 Days

Most AI pilots prove nothing. A four-question framework for designing a pilot that actually tests a hypothesis — before you commit to a vendor.

May 2026·8 min read

The Organizational Readiness Checklist Before You Buy Any AI Tool

8 questions that separate organizations ready to deploy AI from ones that will waste the budget.

May 2026·8 min read

Why Your AI Pilot Succeeded But Never Scaled (And How to Fix That)

Most AI pilots work. Most never scale. Here's the structural reason AI implementations stall after the pilot phase — and four moves to fix it before it happens.

May 2026·8 min read

The AI Strategy Roadmap: From Idea to Deployed in 90 Days

A practical 90-day AI implementation roadmap for mid-market operators — four phases, honest timelines, and where most projects actually stall.

May 2026·8 min read

How to Choose an AI Implementation Partner (And 5 Red Flags to Avoid)

Most AI projects fail before they start — in the partner selection phase. Here are 5 red flags that predict a failed engagement.

May 2026·8 min read

The Hidden Cost of DIY AI

DIY AI sounds cheaper than hiring a firm. Here's what the math actually looks like — and the hidden costs most mid-market companies miss.

May 2026·8 min read

What AI Can't Do For Your Business (And Why That Matters More Than What It Can)

AI might be the most overhyped and under-strategized technology in business history. Here's what AI genuinely can't do — and why understanding these limits is the price of entry for using AI well.

May 2026·7 min read

How Mid-Market Companies Calculate ROI on AI Automation (And What Most Get Wrong)

Most companies calculate AI automation ROI backwards. Here's the framework mid-market operators actually use — before they buy anything.

May 2026·6 min read

5 Signs Your Business Is Ready for AI Automation

Most companies that fail with AI automation don't fail because the technology doesn't work. They fail because they bought the technology before they understood the problem. Here are five concrete signs your business is actually ready.