PERSPECTIVES

From The Co-Founders

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Tips, Tactics & Strategic Insights and Commentary
from The ROI Co-Founders, Pat Johnson and Dick Outcalt
Outcalt & Johnson: Retail Strategists LLC; Retail Turnaround Experts

Retail Owners & AI: A Love-Hate Relationship? *

When you’re running a store, your days are already packed with ringing sales, juggling vendors, calming staff, and keeping the lights on. 

That’s why so many independent retailers have been slow to jump on past waves of technology — e-commerce platforms, fancy POS systems, or social media dashboards. The tools were costly, fiddly, and frankly, not built for stores like yours.

But here comes AI. Might this wave be different?

  • It’s accessible. No IT department needed; a curious owner can try it on their laptop tonight.

  • It’s fast. From drafting an email to analyzing last month’s numbers, AI can take the drudgery out of tasks that bog you down.

  • It’s (relatively) cheap. Many AI tools cost less per month than a case of shopping bags.

Does that mean AI is the magic bullet for retailers? Of course not. Skepticism is still your best friend. But this time, the technology may be close enough to the ground to actually help.

Three Practical Uses of AI for Store Owners

1. Customer Communication

Pro: AI chatbots never sleep. They can answer routine questions (“What time do you close?” “Do you have gift cards?”) instantly, freeing up staff for in-store customers. AI can also draft polite, consistent replies to customer emails.


Con: Customers can tell when it’s a robot. If the answer feels canned or irrelevant, trust erodes. In retail, warmth and personality still matter — AI can’t give a smile or remember that Mrs. Jones always buys the red candles.

2. Marketing Content & Promotions

Pro: Need a fresh Instagram caption, a catchy email subject line, or a quick promo idea for a rainy weekend? AI can churn out options in seconds. A real time-saver, especially for owners who dread writing.


Con:Left on its own, AI marketing feels generic. It doesn’t know your store’s personality. You still need to edit so it sounds like you. Otherwise, you’re just adding to the digital clutter.

3. Staff Training & Productivity Tools

Pro: AI can draft employee manuals, generate quiz questions for training, or even explain policies in plain English (or Spanish). Great for streamlining onboarding or keeping the team on the same page.


Con: Over-reliance on AI for training can flatten culture. New hires need to see your standards in action, not just read them on a screen. AI is the assistant, not the manager.

Okay, Where and How Do I Start with AI?

So, you’re curious, but cautious. Good — you should be both. Here’s how to start smart, without letting the robots run your store.

1. Start Small and Cheap

Forget the big “enterprise” systems. You don’t need them. Begin with free or low-cost tools you can try in a browser. Many AI platforms offer free plans or trials. Think of it like test-driving a car — no commitment, just getting the feel.

Pro tip: Start with something you already do — emails, social posts, a product description — and see how AI can speed it up.

2. Keep It Close to Home

The best first uses of AI are the ones that save you time on the boring stuff. For most owners, that means:

  • Drafting customer emails or social captions.

  • Summarizing sales reports into plain English.

  • Writing a first draft of staff policies or job postings.

If it cuts down on chores, you’ll feel the value right away.

3. Always Edit for Your Voice

AI is fast, but it’s generic. Left alone, it sounds like every other ad on the internet. The trick? Treat AI’s draft as your rough first cut. Then, add your humor, your personality, your store’s flavor. That’s what customers come to you for — not robot copy.

4. Watch Out for “Runaway Algorithms”

AI loves to draw straight lines into the future. A sudden sales spike? It assumes it will last forever. A slow week? It thinks your business is doomed. Remember toilet paper hoarding during COVID? An unsupervised AI would still be restocking pallets a year later.

Bottom line: use AI to spot patterns, but keep your judgment in charge.

5. Make It a Helper, Not a Boss

AI is like a bright but green intern: fast, available 24/7, and surprisingly capable — but it doesn’t know your customers or your instincts. Let it help with the grunt work, but never hand it the keys.

6. Keep Score for Yourself

Try AI on one or two tasks for a month. Did it save you an hour a week? Did it make marketing less painful? If yes, keep it. If not, drop it. No guilt, no sunk costs.

The Bottom Line

AI is not magic. But for independent retailers, it can be a useful assistant — if you start small, keep your hands on the wheel, and use your own judgment.

So, where do you start? Pick one everyday chore that eats your time, and let AI take the first pass. Then edit it, own it, and see if it’s worth keeping around.


👀 Please Note:
The From The Co-Founders commentary above was NOT written by us. It’s the work of our “AI Buddy.” (That’s how we refer to our free ChatGPT account.) 

We started by asking him to address the pros and cons of AI for independent retail owners. After some back-and-forth with him, we asked for an “Okay, where and how do I start?” guide. 

AI Buddy was eager and obliging. And always asking “Do you want me to do this next?” Yes, AI can certainly draw one in.

We’re continuing to explore AI, and encourage you to do the same.

And yes, as always with leading-edge technology, apply your best judgment! 🤔🧐


 

 



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