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The AI Window for Small Business is Real.  So is the Trap.

May 28, 2026
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The window is open. But don't walk through it blindfolded.

There's a conversation happening in small and medium businesses right now, and most people are either sprinting toward AI without looking up, or standing on the sideline waiting to see how it plays out.

Both approaches have real costs.

Here's what I actually think is going on, and what I'd encourage you to do about it.

SME’s have an advantage the big end of town doesn't

Large companies are desperate to adopt AI. Their people are curious, often frustrated, and ready to move. But they can't, not quickly anyway.

There are IT approvals, legal reviews, data governance committees, procurement cycles. By the time a global business has signed off on a new AI tool, six months have gone by and the tool has already been updated three times.

You don't have that problem.

As a small or medium business owner, you can make a decision today and implement it this week. You can test something, see if it works, scrap it if it doesn't, and try something else. That agility is genuinely valuable right now, and it won't last forever.

The pricing on these tools is still relatively accessible. The technology is still being actively shaped, which means early users have more influence over how it develops. And the gap between businesses that are building AI into their systems now versus those that aren't is widening every month.

This isn't hype, it's just the reality of where we are in the adoption curve. The businesses that move thoughtfully in this window will be significantly harder to catch in two or three years.

But moving fast without thinking is its own kind of risk

Here's where I want to be direct, because I don't think this gets said enough in the "AI will change everything" conversation.

The same speed that makes AI exciting for small business also makes it a target.

Scammers and organised cybercrime groups are not sitting this out. They're at the front of the queue. AI has made it easier and cheaper than ever to create convincing-looking tools, skills documents, and social media content that appears to be legitimate, but isn't.

Right now, if you're on Instagram or LinkedIn, you're probably seeing promoted posts from "AI experts" offering skills you can download and import directly into your AI tools. Some of these are genuinely useful, many are not. There are increasing reports of malware embedded in third-party skills, including keystroke loggers capable of capturing login credentials to your business systems and bank accounts.

This isn't conspiracy thinking. Organised crime has fully functional cyber divisions. They apply real business logic to what they do, they're well-resourced, and they move faster than most legitimate software companies. If there's a way to exploit a new technology, they find it first.

My rule: if a skills document or AI tool is being promoted by someone I don't know personally and trust professionally, I don't download it. Full stop.

What to actually do

Two things, in this order.

Start building, carefully. Identify two or three genuine pain points in your business where AI could save you real time or give you better information. Not hypothetical problems, actual ones. Then experiment. The businesses getting the most value right now aren't doing everything at once, they're being intentional about where they focus.

Build your knowledge from trusted sources. Anthropic (the company behind Claude) offers free training courses that are genuinely practical and accessible, even if you're not technical. You get a certificate for every module you complete, which you can add to LinkedIn if you choose to. It's worth doing yourself, and worth putting your team through, because AI literacy is a transferable skill that benefits them regardless of where they work.

The opportunity here is real. So is the risk if you move carelessly.

Ready to Rise is a community for business owners and leaders who want to grow with intention. If this resonated, forward it to someone who needs to hear it, and join us here.

 

 

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The Uprising, the newsletter for the Ready to Rise Community delivers bold insights, real-world strategies, and empowering leadership lessons for ambitious professionals scaling their impact. Curated by Cathie Reid, it features practical tools, candid stories, and reflections from global events - all designed to help you grow, lead, and rise into your next level with clarity and confidence.
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