Issue 37: Smarter by Thursday
Smarter by Thursday
One practical AI win, every week. No jargon required.
Planning a road trip with AI and writing a complaint letter that actually gets results may sound like small things, but these are exactly the kinds of everyday tasks where smart technology quietly saves you time, money, and stress. This week, we’re looking at how to turn “I should really get around to that…” into “I’m glad that’s finally handled” - without needing to become a tech person or learn a new app.
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
Tuesday evening, 7:45 p.m. Linda is sitting at her kitchen table in Columbus, staring at a paper map she bought “just in case” and three different websites open on her laptop. She’s 58, her husband Mark is 60, and they’re planning to drive from Ohio to Maine in October to see the fall colors.
Her problem isn’t the driving - it’s the planning. She wants scenic routes, not just the fastest highway. She wants to avoid sketchy motels. She has a bad knee, so long days in the car are out. Mark hates driving at night. And they both have a soft spot for local diners and bookstores, but the “Top 10 Things To Do” lists online all feel like tourist traps.
Linda is torn between “I don’t want to miss the good stuff” and “I do not have the patience to fight with five different apps.” Every time she starts, she gets lost in tabs, half-finished notes, and indecision. She’s starting to wonder if it’s worth the hassle at all, which is a shame - because this trip matters. It’s their first real vacation since his minor heart scare last year, and they want it to feel intentional, not slapped together.
Here is the exact prompt to use:
Copy and paste this into ChatGPT or Claude:
I’m planning a driving road trip and I’d like you to act as a practical trip planner who understands that I’m not trying to see everything, just have a relaxed, enjoyable trip.
Here are my details. Please read them all and then suggest: 1) A 5 - 7 day route with daily driving plans 2) Realistic driving time per day for my situation 3) Types of stops and small detours that fit our interests 4) A simple checklist of things to book or decide (lodging, tickets, etc.)
Trip overview: - Starting point: Columbus, Ohio - Destination: Coastal Maine (around Portland or slightly north) - Dates: Sometime in October (assume typical fall weather) - Travelers: Two adults, ages 58 and 60
Preferences and constraints: - Max 5 - 6 hours of actual driving per day; we prefer shorter if possible - No night driving; we’d like to arrive before dark - I have a bad knee, so no long hikes or lots of stairs - We enjoy small towns, local diners, used bookstores, and scenic views - We’d like at least one day with very light driving to just explore locally - We prefer mid-range hotels or motels in safe areas, not luxury but not run-down - We want to avoid the most touristy, crowded spots if possible - We don’t want the cheapest trip, but we’d like to avoid unnecessary expenses
Please: - Suggest a day-by-day route with approximate driving times and why each stop makes sense for us - Mention 2 - 3 types of places to look for in each overnight stop (for example “look for diners near X neighborhood” rather than listing specific businesses you might not have up-to-date info on) - Flag any parts of the route where weather or traffic might be an issue in October and how to adjust - End with a simple, numbered checklist of decisions we need to make and what to book, in the order we should do them.
If anything is unclear, tell me what to clarify before you plan the route.
Why this prompt works: You’re giving the AI enough context to behave like a thoughtful planner instead of a generic travel brochure. You specify your limits (knee, night driving, driving hours), your preferences (small towns, diners, bookstores), and the kind of output you want (day-by-day route plus a checklist). That combination - clear constraints, clear tastes, and a clear format - lets the AI design something tailored, not just “Top 10 attractions.”
Use Case 2 of 2
Use Case 2: Writing a complaint letter that actually gets results
Wednesday afternoon, 2:10 p.m. Carlos is 52 and runs a small consulting practice out of his home office in Phoenix. He’s just opened a credit card statement and discovered a $480 “annual fee” he didn’t realize had kicked in after his first year. He remembers a salesperson telling him “Don’t worry, that fee is waived,” but he never got it in writing.
He calls the customer service line, waits on hold, and gets a polite but firm response: “There’s nothing we can do, sir, that’s our policy.” He hangs up frustrated. He knows that if he writes a clear, firm letter to the right department, there’s a chance they might reverse it - companies do not like written complaints that live in their system. But when he sits down to draft the message, his first version sounds either too angry (“This is outrageous…”) or too meek (“I was hoping you might consider…”).
Carlos doesn’t want to burn bridges; this card is tied to a bunch of automatic payments and he doesn’t have the bandwidth to switch everything right now. But he also doesn’t want to just swallow nearly $500 without pushing back. What he needs is a letter that is calm, specific, and persuasive - something that sounds like a professional adult, not a rant or a plea. AI can help, but only if he tells it exactly what happened and what outcome he wants.
Here is the exact prompt to use:
Copy and paste this into ChatGPT or Claude:
I want you to help me draft a firm but professional complaint letter to a credit card company requesting reversal of a fee. I am a reasonable customer, and I want the letter to sound calm, factual, and clearly assert my request, without insults or emotional language.
Here are the facts of my situation. Please read them first, then write the letter:
- Company: [Insert company name] - Type of fee: Annual fee - Amount: $480 - What I was told: The salesperson verbally told me the annual fee would be waived, but I did not receive that in writing. - My history: I have been a customer for [X] years, have paid on time, and use this card for regular business and personal expenses. - What has happened so far: I saw the fee on my statement, called customer service, and was told there is nothing they can do. - Impact on me: This fee is significantly higher than I expected and does not match the understanding I had when I opened the account. - Desired outcome: Reversal or refund of the annual fee, and confirmation that my account terms are clear going forward.
Please: - Write the letter as if I am sending it to the “Customer Relations” or “Executive Resolutions” department. - Use clear, plain language with complete sentences and no legal jargon. - Organize it with a short opening, a factual description of the situation, a specific request, and a polite but clear closing. - Explicitly state my desired outcome and reference my customer history and the verbal assurance I received. - Make it easy for me to customize by marking any parts I should edit with square brackets, like [insert date here].
After writing the letter, list in 3 - 4 bullet points how I should adjust it if I want a slightly more firm tone or a slightly more conciliatory tone.
Why this prompt works: You’re not asking for “a complaint letter” in general - you’re feeding the AI specific facts, your tone preferences, your desired outcome, and even where the letter is going inside the company. You also tell it how to structure the letter. That level of detail lets the AI focus on wording and flow instead of guessing your situation. The requested “how to adjust tone” tips give you control, so you don’t feel stuck with the first draft.