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September 21, 2026

Issue 38: Smarter by Thursday

Smarter by Thursday — Issue 38

Issue 38 · week of September 21, 2026

Smarter by Thursday

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

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

A home office overhaul and a raise email may not sound like siblings, but they are. Both are about taking something messy, emotional, and easy to avoid, then turning it into a clear plan you can actually use.

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

Use Case 1 of 2

Use Case 1: Organizing a Home Office Overhaul

On Tuesday at 8:15 a.m., Linda sat at the edge of her dining room table with a cold cup of coffee and a stack of paper that had been moving from one corner of her home office to another for six months. She had not changed jobs. She had not bought new furniture. But the room had become a storage locker for old tax folders, printer paper, chargers, unopened mail, a broken lamp, and three notebooks with notes she could no longer read. She wanted one thing: a home office that made it easier to work, not harder to start. The problem was not just clutter. It was decision fatigue. Every shelf, drawer, and box asked the same question: keep, toss, donate, scan, file, or ignore? That is exactly the kind of job AI can help with, because AI is good at turning a vague mess into a sequence.

Here is the exact prompt to use:

Copy and paste this into ChatGPT or Claude:

I am overhauling my home office and I need a practical, step-by-step cleanup plan that does not assume I am naturally organized. I am a 58-year-old person with a small home office that currently contains paper files, office supplies, a printer, cords, notebooks, and miscellaneous items that have piled up over time. My goal is to make the space easier to use, easier to clean, and easier to keep organized afterward. Please act like a calm, experienced professional organizer.

First, ask me 8 to 10 questions that would help you understand the room, including how much space I have, what I use the room for, what I need to keep accessible, and what problems frustrate me most.

Then, based on my answers, give me: 1. A realistic room-by-room or zone-by-zone cleanup plan for one weekend 2. A list of categories for sorting everything 3. A simple system for deciding what to keep, shred, scan, donate, or throw away 4. A suggested arrangement for supplies, cables, paper, and devices 5. A short maintenance routine I can do every week so the room does not slide back into chaos

Keep the advice practical, specific, and low-tech. Do not suggest expensive storage systems unless absolutely necessary. Do not give generic decluttering advice. I want exact actions I can take, in order, with clear priorities.

Why this prompt works: It tells the AI the real problem, the room size, the goal, and the tone you want. It also asks for questions first, which matters because a good organizer would not prescribe shelves before understanding the mess. The prompt asks for concrete outputs, not vague inspiration, so the answer is more likely to become a usable plan instead of a motivational speech.

One thing to watch out for AI can sound confident about organizing systems that are not realistic for your habits. If you hate labels, bins will not save you. If you do not actually scan papers, a “scan everything” plan becomes another pile. Be honest about what you will do, not what sounds tidy.

Use Case 2 of 2

Use Case 2: Asking for a Raise via Email

On Thursday at 4:40 p.m., Marcus was staring at the subject line of a blank email to his manager. He had been in the same role for three years, taken on extra responsibility when a coworker left, and quietly trained two new hires. He knew he had a case for a raise. What he did not know was how to write the email without sounding either timid or demanding. That matters because a raise request is not just about money. It is about framing your value in a way a busy manager can forward, remember, and act on. AI is useful here because it can help you find the right level of firmness: clear enough to be taken seriously, calm enough not to sound emotional.

Here is the exact prompt to use:

Copy and paste this into ChatGPT or Claude:

I need help drafting a professional email asking for a raise. I am a [job title] at [company], and I have been in this role for [time period]. Over the last year, I have taken on these additional responsibilities: [list responsibilities]. I have also contributed these measurable results: [list accomplishments, numbers if possible]. My relationship with my manager is [brief description: formal, friendly, direct, etc.].

Please write 3 versions of a raise request email: 1. A direct and confident version 2. A warm and respectful version 3. A very concise version for a manager who is short on time

For each version, make sure the email: - States that I would like to discuss compensation - Briefly explains why I believe a raise is justified - Sounds professional and calm - Does not apologize - Does not sound threatening - Ends with a clear request for a meeting

After the drafts, explain which version is best for a cautious manager, which is best for a supportive manager, and which phrases make the request stronger or weaker. If you think any part of my request is too vague, tell me what information I should add before sending the email.

Why this prompt works: It gives the AI the ingredients a real raise conversation needs: title, tenure, extra responsibility, and measurable results. It also asks for three tones, which is smart because the best version depends on the manager. Most importantly, it sets boundaries. Good prompts tell AI what to include and what to avoid, which prevents it from writing something too needy, too aggressive, or too slick.

One thing to watch out for AI cannot know your company’s salary structure, your manager’s temperament, or whether now is a good time politically. It can draft the message, but it cannot judge the room. Also, if you do not give real accomplishments, the result will be generic and easy to ignore. A raise email becomes persuasive only when it is tied to specific work, not just the feeling that you deserve one.

Know someone who spends too long on things AI could do in two minutes? Forward this to three people who subscribe and I will send you my free AI Prompt Starter Pack: 20 ready-to-use prompts for everyday life.

Next Thursday planning travel without the usual spreadsheet headache and writing a smarter complaint email when a service goes wrong

By Dr. Rowan Hayes Current date: Monday, September 21, 2026


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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