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September 19, 2026

Issue 38: Smarter by Thursday

Smarter by Thursday — Issue 38

Issue 38 · week of September 14, 2026

Smarter by Thursday

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

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

Some weeks, the theme is obvious because everyone I talk to is wrestling with the same two problems. This week it’s cluttered home offices and awkward money conversations. We’ll look at how to use AI to plan a **home office overhaul** without getting overwhelmed, and how to draft an **email asking for a raise** that sounds like you, not a robot. Both are practical, slightly uncomfortable projects that pay off in peace of mind.

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 evening at 7:45 pm, Linda is standing in the doorway of her “office,” holding a mug of tea that went cold an hour ago. She’s 56, works as a freelance copy editor, and her second bedroom has slowly turned into a paper graveyard. Four half-used notebooks on the desk. A printer perched on a filing cabinet that’s full of files she no longer uses. A tangle of cords by the wall. She keeps telling herself she’ll fix it “one of these weekends,” but every time she tries, she gets stuck deciding where to start.

This matters to her for two reasons. First, she’s losing billable hours because she can’t find things quickly - old client drafts, tax documents, reference books. Second, the clutter makes her feel like she’s behind on life, even when her actual work is fine. What she wants is not a Pinterest-perfect office. She wants a clear plan: what to keep, what to toss, where things should go, and in what order to tackle it so she doesn’t burn out halfway through.

Here is the exact prompt to use:

Copy and paste this into ChatGPT or Claude:

I want you to act as a practical home-office organizer and project planner for a non-technical person.

Here is my situation: - Age: [your age] - Type of work I do: [brief description, e.g., “freelance copy editor from home”] - Current office setup: Describe the room, what furniture you have, where your computer is, and what’s on the floor, desk, shelves, and in drawers. - Biggest problems: List 5 - 10 specific issues (for example: “I can’t find client files,” “printer paper is on the floor,” “old paperwork everywhere,” “no clear spot for receipts,” “cords and chargers all over”). - What I want in the end: Describe how you’d like the office to feel and function (for example: “clean desk surface,” “clear system for paper,” “less visual clutter,” “easy to find things needed for taxes”).

Using this information, please: 1. Create a step-by-step weekend project plan for overhauling my home office, broken into sessions of 60 - 90 minutes, with clear tasks for each session. 2. Suggest simple organizing categories for my papers and supplies that someone who is not tech-savvy can maintain. 3. Recommend how to arrange my furniture and equipment (desk, chair, computer, printer, shelves) to reduce clutter and make work easier, assuming I’m not buying new furniture unless absolutely necessary. 4. Give me a short checklist I can print and use while decluttering, with plain-language instructions. 5. Keep the tone encouraging but realistic, and avoid jargon or complicated systems.

Before you start, ask me any clarifying questions you need about the size of the room, existing storage (shelves, cabinets, boxes), and whether I share the space with anyone else.

Why this prompt works: It gives the AI enough personal context - your age, type of work, and physical setup - so you don’t just get generic “declutter” advice. It also defines the outcome in plain terms (what you want the office to feel like) and breaks the task into time-limited sessions, which is how real people actually work. Asking for clarifying questions forces the AI to slow down and tailor the plan instead of guessing.

One thing to watch out for The AI will sometimes suggest elaborate systems or new furniture that you don’t need. If it starts talking about apps, complex color-coding, or buying three new shelving units, tell it to revise the plan using only what you already have plus one or two low-cost items. Also remember: it can’t see your room. If a suggested furniture layout doesn’t make physical sense, push back and describe your space more clearly, then ask it to try again.

Use Case 2 of 2

Use Case 2: Asking for a Raise via Email

On Thursday morning at 8:10 am, Daniel is sitting in his car in the office parking lot, staring at an email draft on his phone. He’s 49, a senior account manager who has been with the same mid-sized firm for nine years. His responsibilities have grown - he now handles the company’s largest client and mentors two junior staff - but his salary hasn’t kept pace with what colleagues in similar roles are making.

The problem isn’t that he doesn’t have a case. He does: client retention, revenue growth, positive performance reviews. The problem is that asking for more money makes him uncomfortable. He doesn’t want to sound aggressive or entitled, and he definitely doesn’t want something that reads like a lawyer wrote it. He’d like a clear, respectful email that presents facts, ties his contribution to the company’s goals, and asks for a specific next step (a conversation about compensation) without sounding stiff or needy.

This matters to him because it’s not just about the money. It’s about feeling that his work is valued appropriately and that he’s not quietly falling behind the market. Doing nothing is the easy choice, but it also quietly erodes his confidence over time.

Here is the exact prompt to use:

Copy and paste this into ChatGPT or Claude:

I want you to help me draft a professional but human-sounding email to my manager to request a compensation review and potential raise.

Here is my situation: - Age: [your age] - Role and company: [your job title and a brief description of the company] - Time in role and at company: [e.g., “9 years at the company, 4 years in current role”] - Key contributions over the last 12 - 24 months: List 5 - 7 specific items with numbers where possible (for example: “Managed X client, increased revenue by Y%,” “Mentored two junior staff,” “Received positive performance review in [month/year],” “Took on additional responsibilities such as [example]”). - What I’m asking for: A meeting to discuss compensation and a raise that better reflects my responsibilities and market value. If you have a specific range or figure in mind, include that. - Relationship with manager: Briefly describe the tone (for example: “generally positive,” “formal,” “we’ve worked together for years,” etc.).

Using this information, please: 1. Draft a concise email I can send to my manager to request a meeting to discuss my compensation, written in my voice as a mid-career professional. 2. Make sure the email: - Is respectful and collaborative. - Clearly links my contributions to the company’s goals, without bragging. - States why a compensation review is timely now (for example, increased responsibilities or market changes). - Suggests one or two specific times for a meeting instead of leaving it open-ended. 3. Offer two alternative subject lines I could use, one slightly formal and one more conversational. 4. At the end, briefly explain which parts of the email I can adjust to make it sound more like me (for example, greeting style, level of detail).

Before writing the email, ask me 3 - 5 clarifying questions about: - My manager’s communication style. - Any company policies or timing issues around reviews and raises. - Whether there have been recent changes in the business (for example, growth, cost-cutting) that we should acknowledge carefully.

Why this prompt works: It focuses on very concrete facts - time in role, measurable contributions, relationship with the manager - rather than vague “I work hard” statements. You’re telling the AI exactly what tone you want and what the email must do, not just “write a raise request.” Asking for clarifying questions first nudges it to understand your situation instead of producing a generic script.

One thing to watch out for The AI may suggest language that sounds polished but isn’t quite you - phrases you’d never say in real life. Read the draft out loud and change any words that feel off. Also, remember that the AI doesn’t know your company’s financial reality or politics. It can help you phrase the request, but it can’t predict how your manager will respond or whether the timing is strategically wise; that judgment is still yours.

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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