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August 24, 2026

Issue 34: Smarter by Thursday

Smarter by Thursday — Issue 34

Issue 34 · week of August 24, 2026

Smarter by Thursday

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

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

Most of us have two kinds of mess in our lives: the physical kind (piles of paper, mystery cables, that drawer you’re afraid to open)… and the invisible kind (awkward conversations we keep postponing, like asking for the raise we know we’ve earned). This week we’re using AI for two very practical things: **organizing a home office overhaul** and **drafting an email to ask for a raise**. No hype, just tools that help you move from “I should really…” to “I finally did.”

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 7:30 p.m., after dinner, Maria stands in the doorway of the room she calls her “office.” She’s 56, a self-employed bookkeeper, and this space has quietly become The Pile Room. An L-shaped desk covered in old client files, three dead printers, two file cabinets that barely open, and a tangle of cables on the floor. She’s tried “getting organized” before - ordered pretty bins, watched a few YouTube videos - but she always stalls when decisions get hard: What do I keep? What can I scan? What’s the actual order of operations to turn this into a working office without wrecking her week?

Maria doesn’t need inspirational quotes. She needs a step-by-step plan that fits her actual life: limited time in the evenings, a bad back, and a real fear of throwing away something she’ll need for taxes later. She opens her AI app - whichever one she uses - and decides to treat it like a practical project manager, not a miracle worker.

Here is the exact prompt to use:

Copy and paste this into ChatGPT or Claude:

I want your help planning a complete overhaul of my home office. I am in my mid-50s, I work from home as a solo consultant, and my current space is very cluttered and disorganized.

First, ask me 10 - 15 specific questions about my office and my work habits so you understand the situation: what furniture I have, what kind of work I do, how much paper I deal with, my physical limitations, and how much time and budget I realistically have.

After I answer those questions, create: 1) A clear, 4-week step-by-step plan to overhaul my office (2 - 3 focused sessions per week, each 60 - 90 minutes). 2) Simple rules for what to keep, what to scan, and what to throw away, based on typical needs for taxes, client work, and personal records. 3) A suggested layout for my desk, storage, and equipment to reduce clutter and make everyday work easier. 4) A short “maintenance routine” I can do weekly in 15 - 20 minutes to keep the office from sliding back into chaos.

Use plain, non-technical language. Assume I am not tech-savvy. Keep the plan realistic for someone with limited energy after work.

Why this prompt works: You’re not asking for “organization tips” in the abstract. You’re telling the AI who you are, how you work, and what constraints you live with - time, energy, physical limits. The request for questions first forces the AI to understand your situation before it prescribes a plan. Breaking the output into four concrete pieces (plan, rules, layout, maintenance) gives you something you can act on, instead of a vague pep talk.

One thing to watch out for The AI will not know your local legal or tax requirements, so any advice about what records to keep should be treated as a starting point, not a final authority. If it says “you can safely throw away X,” double-check with an accountant or trusted professional before you shred. Also, it may suggest furniture or gear that doesn’t fit your actual room - push back, describe your space in more detail, and ask it to revise the plan without buying anything new if that’s your reality.

Use Case 2 of 2

Use Case 2: Asking for a raise via email

On Thursday morning at 8:05 a.m., David sits in his car in the office parking lot, sipping coffee that’s gone lukewarm while he stares at his phone. He’s 49, a project manager at a midsize company, and he’s been doing more than his job description for the past 18 months - mentoring new hires, taking on messy projects, quietly fixing problems before they blow up. His last performance review was “very strong,” but his salary hasn’t budged in two years, and there’s no formal review on the calendar.

What’s holding him back isn’t a lack of evidence; it’s the discomfort of asking. He doesn’t want to sound entitled or aggressive, and he doesn’t want to send a sloppy email that his manager, Priya, has to untangle. He wants a message that is clear, respectful, and grounded in specifics: what he’s done, how it’s helped the team, and what he’s asking for. He opens his AI app, not to “let it decide his worth,” but to help him say what he already knows more clearly.

Here is the exact prompt to use:

Copy and paste this into ChatGPT or Claude:

I want your help drafting a professional email to request a compensation review and potential raise.

First, ask me 10 - 12 targeted questions about: - My current role and responsibilities - How long I’ve been in this role and at this company - Specific achievements, projects, or contributions in the last 12 - 18 months - Any additional responsibilities I’ve taken on that go beyond my job description - My relationship with my manager and the tone that would be appropriate - Whether my company has a formal review or raise process

After I answer, draft a concise email to my manager that: 1) Opens with appreciation and context, not demands. 2) Summarizes my key contributions with 3 - 5 concrete, measurable examples. 3) Clearly requests a compensation review (and, if appropriate, a meeting to discuss it), without sounding aggressive or apologetic. 4) Uses plain language, a respectful tone, and avoids corporate buzzwords. 5) Includes a subject line and a professional closing.

Write it in my voice, as a mid-career professional in my 40s or 50s who is confident but not pushy. After you draft it, suggest 2 - 3 small adjustments I might make depending on whether my manager is very direct, very cautious, or very busy.

Why this prompt works: Instead of saying “write me a raise email,” you’re feeding the AI the raw material it needs: your achievements, responsibilities, and context. Asking it to start with questions forces you to surface specific examples, which are what make a raise request credible. You’re also giving it tone guidelines - confident but not pushy - and asking for variants based on your manager’s style, which makes the final email easier to adapt rather than feeling one-size-fits-all.

One thing to watch out for The AI doesn’t know your company’s internal politics, budget constraints, or your manager’s mood that day. It might produce an email that’s perfectly polite but still not quite right for your culture. Before you send anything, read it out loud and ask yourself, “Would I say this out loud to my manager?” If the answer is no, adjust the language until it feels like you. And remember: the AI can help you phrase the request, but it cannot guarantee the outcome, so don’t treat its draft as a ticket to a raise - treat it as a sharpened tool for a conversation you need to have.

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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