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August 13, 2026

Issue 33: Smarter by Thursday

Smarter by Thursday — Issue 33

Issue 33 · week of August 10, 2026

Smarter by Thursday

One practical AI win, every week. No jargon required.

By Dr. Rowan Hayes · Estimated read time: 6 minutes

If you have ever stared at a map at 9 p.m. on a Sunday and thought, “I know I want to go somewhere, but I do not want to spend three hours planning it,” this issue is for you. Today’s two topics are **planning a road trip using AI** and **writing a complaint letter that actually gets results** - two very ordinary tasks where AI can save time, reduce frustration, and help you sound more organized than you feel.

Try at least one before Sunday. That is the whole assignment.

Use Case 1 of 2

Use Case 1: Planning a road trip using AI

On Tuesday morning at 7:15, Linda, 58, is sitting at her kitchen table in Columbus with a cup of coffee and a route she has been meaning to plan for two weeks. She wants to drive to Asheville with her sister, stop somewhere scenic, avoid interstate fatigue, and not arrive so exhausted that the trip becomes a punishment. She is not trying to “optimize” travel like a travel blogger. She just wants a realistic plan that includes decent driving days, one good meal stop, a hotel that will not disappoint, and a backup in case the weather turns ugly. That is exactly where AI can help. The useful part is not that it knows everything; it is that it can take a messy wish list and turn it into a structured plan she can judge, edit, and actually use.

Here is the exact prompt to use:

Copy and paste this into ChatGPT or Claude:

You are helping me plan a relaxed road trip, not a rushed one. I am leaving from Columbus, Ohio and driving to Asheville, North Carolina with one other adult. We want to avoid long driving days, take scenic breaks, and arrive feeling comfortable, not exhausted. Please build a practical road trip plan with the following: - Suggest the best route options, including whether to favor scenic roads or faster highways - Break the trip into comfortable driving segments of about 2.5 to 4.5 hours each - Recommend 2 or 3 good places to stop for lunch, coffee, or a short walk - Suggest overnight stops if needed, with an explanation of why each stop makes sense - Include a simple day-by-day itinerary - Note any likely trouble spots such as heavy traffic, tolls, steep mountain driving, or weather concerns - Give me a packing checklist for the car - Keep the tone practical and calm - If you are uncertain about anything, say so instead of guessing

Before you answer, ask me 5 questions that would make the plan more accurate.

Why this prompt works: It gives AI a real job, a real starting point, and clear constraints. That matters because vague prompts tend to produce generic travel fluff, while specific prompts produce usable planning help. The request for questions first is especially useful because it forces the AI to fill in missing details before it starts inventing a route that may not fit the trip.

One thing to watch out for AI can sound confident about roads, traffic, and lodging even when it is relying on general knowledge rather than live data. It may suggest charming stops that are outdated, too far off route, or closed on the day you travel. Treat its plan as a draft, then verify the route, hotel availability, and weather yourself before you leave.

Use Case 2 of 2

Use Case 2: Writing a complaint letter that actually gets results

On Thursday afternoon at 3:40, Robert, 67, is on hold with a cable company for the third time in eight days. His bill has gone up again, the service has been unreliable, and every representative tells him something slightly different. He does not want to “vent.” He wants a corrected bill, a clear explanation, and a result he can point to if the problem continues. This is where AI can be surprisingly useful, because complaint letters fail when they are emotional, scattered, or too polite to be taken seriously. A strong complaint letter is calm, specific, and easy for the reader to act on. AI can help you draft that kind of letter faster than you could do it by staring at a blank screen and getting angry.

Here is the exact prompt to use:

Copy and paste this into ChatGPT or Claude:

Help me write a firm, professional complaint letter that gets attention without sounding hostile. I am complaining about [briefly describe the problem]. Here are the facts: - Company name: [insert name] - Account number: [insert if relevant] - Dates of the problem: [insert dates] - What I was promised or expected: [insert details] - What actually happened: [insert details] - What I have already done to fix it: [insert calls, emails, visits, case numbers] - The outcome I want: [refund, repair, correction, replacement, credit, written explanation, etc.]

Please write: 1. A short subject line 2. A one-paragraph opening that states the problem clearly 3. A middle section that lists the facts in plain English 4. A closing paragraph that asks for a specific response by a specific date 5. A version that is firm but polite 6. A version that is firmer and more assertive

Use simple language, no legal jargon, and no emotional exaggeration. Make it sound like a reasonable person who is documenting a real problem.

Why this prompt works: It supplies the key ingredients a good complaint letter needs: facts, dates, documentation, and a clear outcome. That keeps the AI from producing a generic “I am disappointed” letter that nobody acts on. Asking for two versions is smart too, because it gives you a mild option and a stronger option without forcing you to start over if the first draft is too soft.

One thing to watch out for AI can make a complaint letter sound polished in a way that blurs the facts. That is a problem if the company later checks the record and finds the timeline is off or the request is unclear. Keep your facts exact, remove anything you cannot prove, and do not let AI add threats or legal claims unless you have verified them yourself.

Know someone who spends too long on things AI could do in two minutes?

Forward Smarter by Thursday to three people who subscribe and I will send you my free AI Prompt Starter Pack: 20 ready-to-use prompts for everyday life.

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Smarter by Thursday · By Dr. Rowan Hayes · drrowanhayes.com
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