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Category Archives: AI Strategy

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what to expect first 90 days AI strategy

What do the First 90 Days of an AI Strategy Look Like?

AI Leadership, AI StrategyBy Steve FermanAugust 27, 2026

Most executives expect an AI strategy to deliver transformation from day one. But those first three months are where we dig deep and move slowly and intentionally. That means assessing where you are today, what risks exist, and how ready your team and processes are for AI. We document the bottlenecks, map where departments are…

Why your AI rollout is stalling (it't not the tools)

Why Your AI Rollout is Stalling

AI Leadership, AI StrategyBy Steve FermanJuly 30, 2026

Most leaders I talk to are focused on the wrong problem. They want to know which tools to buy, which workflows to automate, which vendors to trust. That’s the wrong starting point, and one of the most reliable ways to waste time, budget, and team trust all at once. Reasons for a Stalled AI Rollout…

Your Employees Are Already Using AI With Your Clients' Data. Now What?

Your Employees Are Already Using AI With Your Clients’ Data. Now What?

AI Governance, AI StrategyBy Steve FermanMarch 23, 2026

I’ve been talking to a lot of HR firms recently, and I’m hearing some similar experiences with AI that are worth discussing. Here are a few examples: None of these people did anything malicious, but in each case, confidential client data — names, salaries, performance histories, headcount plans — left the building. With no log,…

Shadow AI: The compliance risk growing in your company right now.

Shadow AI: The Compliance Risk Growing in Your Company Right Now

AI Governance, AI StrategyBy Steve FermanMarch 3, 2026Leave a comment

Your compliance officer just walked into your office with a problem you didn’t know existed. “We found out that three paralegals have been uploading client documents to ChatGPT to draft discovery responses.” Or maybe it was: “Our project managers are using free AI tools to analyze bid documents, and they’re uploading proprietary client data.” Or…

The AI Implementation Approach I Wish Someone Had Told Me About

AI Leadership, AI StrategyBy Steve FermanJanuary 15, 20261 Comment

I’ve built and exited six businesses over the past few decades. I’ve seen plenty of technology trends come and go. But AI is very different from every other business technology shift I’ve lived through. It’s a game-changer for how we do business, but most businesses are implementing AI backwards. They’re starting with the sexy stuff—the…

How Consultants Can Scale With AI Without Hiring More Staff

How Consultants Can Scale With AI Without Hiring More Staff

AI, AI Governance, AI Leadership, AI StrategyBy Steve FermanDecember 4, 20252 Comments

You’ve built a solid consulting practice. You’re billing $20K, maybe $30K a month. Clients love you. Your methodology works. And somehow… you feel more trapped than ever. New prospects are showing up every week, but the idea of adding one more client makes your chest tighten. You’re canceling weekend plans again because you’re buried in…

The Moment You Realize Your Company Already Has an AI Problem

AI, AI Governance, AI StrategyBy Steve FermanNovember 18, 2025Leave a comment

You thought you had time to figure out AI. You were going to “wait and see.” Maybe tackle it next quarter. Then your Head of Sales casually mentioned “everyone on my team is using ChatGPT for proposals.” Employees started asking “can we use AI for this?” and nobody knew what to tell them. You heard…

Everyone's Selling You the Wrong AI Solution

Everyone’s Selling You the Wrong AI Solution

AI, AI StrategyBy Steve FermanOctober 9, 2025Leave a comment

Creating more crappy content with Claude won’t help you scale. You need a complete methodology for systematizing and automating the operational work in your business.

Scaling Shouldn’t Feel Like Drowning

AI Governance, AI StrategyBy Steve FermanAugust 12, 2025Leave a comment

Here’s a common scenario: A founder grows a company from a one-person shop to a thriving team with $7 million in annual revenue. They’ve got loyal clients, a stellar reputation, and a service people genuinely need. But it’s exhausting. “I thought it would feel easier by now. Instead, I’m buried. Every decision flows through me.…

Before You Scale with AI, Set the Rules of the Road

AI Governance, AI StrategyBy Steve FermanJuly 30, 2025Leave a comment

Prefer to listen to this post? Click on the audio version here: It’s easy to get caught up in the excitement of AI. The promise is real: faster processes, fewer errors, lower costs, more insights. Who wouldn’t want that? But here’s what I see over and over again in mid-sized, scaling companies: Someone installs ChatGPT.…

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