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November 10, 2026

Issue 45: Smarter by Thursday

Smarter by Thursday — Issue 45
Issue 45 · week of November 09, 2026

Smarter by Thursday

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

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

Planning a road trip and writing a complaint letter may seem like completely different jobs. But both require the same thing: turning a vague, stressful problem into a clear plan with useful details, sensible limits, and a specific next step. AI can help with both - as long as you give it enough information to work with and remember that its first answer is a draft, not an oracle.

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

At 7:40 on Tuesday morning, Linda Morales, 58, was standing at her kitchen counter with coffee in one hand and three browser tabs open on her laptop. She and her sister had promised to drive from Columbus, Ohio, to Asheville, North Carolina, in October. The trip sounded simple until Linda began comparing routes, hotels, scenic stops, parking arrangements, and the question of whether seven hours of driving in one day was sensible. She did not want an exhausting military operation. She wanted a pleasant trip with time for lunch, a walk, and an occasional unexpected stop. Most travel websites gave her attractions, but not a plan that matched her energy, budget, and preference for avoiding long days behind the wheel.

That is where AI can be useful. It can take your personal constraints - dates, driving tolerance, interests, budget, mobility needs, and preferred pace - and turn them into a first-draft itinerary. A sensible plan should account for rest stops, realistic driving time, medication schedules if relevant, and backup options. Travel-safety guidance also recommends avoiding marathon driving days, checking accommodations carefully, and downloading important information before entering areas with unreliable cell service.

Here is the exact prompt to use:

Copy and paste this into ChatGPT or Claude:

> I am planning a road trip and want a practical, comfortable itinerary rather than an overpacked list of attractions. > > Starting point: [city and state] > Destination: [city and state] > Travel dates: [departure date] to [return date] > Number of travelers: [number and ages, if relevant] > Vehicle: [type of vehicle] > Maximum comfortable driving time per day: [number] hours > Preferred departure time: [time] > Approximate budget for lodging, food, fuel, and activities: [$ amount] > Interests: [scenery, history, music, food, gardens, museums, hiking, family visits, etc.] > Walking or mobility limitations: [describe honestly, or write “none”] > Lodging preferences: [hotel, motel, vacation rental, accessible room, free parking, breakfast, pet-friendly, etc.] > Things I want to avoid: [toll roads, mountain roads, night driving, large cities, crowded attractions, long hikes, etc.] > > Create a day-by-day itinerary. For each day, include the estimated driving time, two or three worthwhile stops, a reasonable lunch or rest break, and a suggested overnight location. Keep the schedule relaxed and leave at least one hour of unplanned time each day. > > Separate suggestions into “must confirm” and “nice if available.” Do not invent current prices, opening hours, road conditions, or hotel availability. Mark anything that needs verification. Give me one alternative route or overnight stop in case the main plan becomes tiring. At the end, provide a short preparation checklist covering the car, medications, documents, weather, reservations, and offline maps.

Why this prompt works: It gives AI the information a human travel planner would need before making recommendations. “Plan my road trip” is too broad; the driving limit, dates, budget, interests, and things to avoid make the request concrete. Asking for unplanned time prevents the familiar AI habit of filling every hour. The instruction to mark facts for verification is especially important because opening hours, prices, construction, and availability change. Finally, requesting an alternative makes the plan more resilient instead of pretending everything will go perfectly.

One thing to watch out for AI can confidently recommend a restaurant that has closed, a hotel with inaccurate accessibility information, or a route affected by construction or seasonal weather. Verify reservations, hours, road conditions, and accessibility directly with the relevant businesses or official travel sources. Also check the final driving distances yourself; a route that looks reasonable on a screen may feel very different after six hours in the car.

Use Case 2 of 2

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

At 9:15 on Thursday evening, Martin Chen, 66, sat at his dining-room table with a folder full of receipts. A local contractor had installed a replacement water heater three weeks earlier. The unit was now leaking, the company had missed two promised repair appointments, and each phone call ended with someone saying a manager would call back. Martin was angry, but he knew an angry letter full of accusations might be easier to ignore than a short, organized request. What he needed was not merely to express his frustration. He needed to document what happened, state the remedy he wanted, and create a clean record in case he had to escalate the matter.

AI is helpful here because it can turn scattered notes into a firm, professional letter without removing the human facts. Effective complaint guidance generally recommends describing the product or service and the problem clearly, stating exactly what resolution you want and when you expect a response, and including copies - not originals - of relevant documents. The goal is not to sound threatening. The goal is to make the recipient understand the problem, the evidence, the requested fix, and the next reasonable step.

Here is the exact prompt to use:

Copy and paste this into ChatGPT or Claude:

> Help me write a firm, professional complaint letter. Do not exaggerate, insult anyone, make legal threats, or invent facts. Use only the information I provide. > > Company name: [company] > Company address or email: [contact information] > My name and contact information: [your details] > Product or service purchased: [describe it] > Purchase or service date: [date] > Amount paid: [$ amount] > Order, invoice, account, or contract number: [number] > > Here is the timeline: > [Write the events in date order, including what happened, when I contacted the company, whom I spoke with, and what was promised.] > > The problem is: [clear description of the defect, missing service, billing error, or other issue] > Documents I have: [receipt, contract, photos, work order, warranty, emails, repair estimate, or call notes] > > The resolution I want is: [refund, repair, replacement, cancellation, credit, reimbursement, or another specific remedy] > I would like a written response within: [number] business days > > Write a letter of no more than 500 words. Begin with the purpose of the letter. Present the facts in a short timeline. State the remedy I am requesting and a reasonable response deadline. Mention that copies of supporting documents are enclosed or attached. End with my contact information. Then provide a brief checklist of facts I should verify before sending it.

Why this prompt works: The prompt separates facts, timeline, evidence, remedy, and deadline. That structure keeps the letter focused and prevents AI from filling gaps with speculation. The instruction to avoid legal threats also helps preserve credibility; a company is more likely to route a precise request to the right department than a long emotional narrative. Asking for a final fact-checking checklist gives you a chance to catch an incorrect date, amount, name, or promise before the letter leaves your hands.

One thing to watch out for AI may make the letter sound more certain than your evidence allows, especially when describing responsibility or your legal rights. Read every sentence and remove anything you cannot prove. Keep copies of the letter and supporting documents, follow the company’s complaint process, and consider sending the complaint in a trackable way when appropriate; government consumer guidance also recommends contacting the company first and using a formal letter when calls or web chats do not resolve the issue.

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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