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August 21, 2026

Issue 34: Smarter by Thursday

Smarter by Thursday — Issue 34

Issue 34 · week of August 17, 2026

Smarter by Thursday

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

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

If you’ve ever looked around your home office and thought, “How did it get this bad?” or stared at a draft email asking for a raise until your eyes glazed over…this week is for you. We’re talking about **organizing a home office overhaul** and **asking for a raise via email** - two moments where a little structure and clear language can make your life noticeably better. Both are situations where AI can quietly sit in the background and help you think more clearly, not boss you around.

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

Use Case 1 of 2

Use Case 1: Organizing a home office overhaul

It’s Wednesday night, 8:40 pm. Karen, 57, is sitting in what she generously calls her “home office,” though it’s really more like a paper museum. She runs a small financial coaching practice from home, and over the years she’s accumulated file boxes, binders from courses, printed articles she meant to read, and three half-used planners from different years.

She’s got a new client starting Monday and wants to feel like a professional, not a person working out of a closet. She’s tried “organize the office” on her to-do list for months, but every time she walks in, the project feels too big. Where do you even start? She doesn’t want Pinterest-perfect; she wants “I can find things when I need them” and “I’m not embarrassed when a client asks for a document.”

Karen isn’t lazy. She just needs someone to break the job into steps and help her make decisions: What do I keep? What do I scan? What goes into the shredder? And how do I set this up so it doesn’t slide back into chaos in six weeks? She opens her laptop, pulls up her AI assistant, and decides to treat it like a patient organizer friend who doesn’t get overwhelmed.

Here is the exact prompt to use:

Copy and paste this into ChatGPT or Claude:

I want your help planning a complete but realistic overhaul of my home office. I am in my late 50s, work from home, and I’m not very tech-savvy, so keep things simple and practical.

Here’s my situation: - My home office is a small room with a desk, a filing cabinet, a bookshelf, and several boxes of papers. - I have old client files, financial records, course materials, printed articles, and random office supplies all mixed together. - I don’t want a “perfect” system; I want something I can realistically maintain. - I’m willing to work on this in 2 - 3 hour blocks over several days.

Please: 1. Ask me 8 - 10 clarifying questions first about my current setup, what I need quick access to, and what I’m comfortable doing (like scanning, shredding, or boxing). 2. Based on my answers, create a step-by-step plan for a 3-day home office overhaul, with specific tasks for each block of time (for example: “Day 1, 9 - 11 am: sort papers into 4 categories”). 3. Suggest a simple filing/organization structure for: - Active work (current clients, current projects) - Reference materials (courses, articles, notes) - Financial/tax documents - Sentimental items I don’t want to throw away 4. Recommend low-tech, easy options for: - A basic digital system (only if helpful and not overwhelming) - A way to keep the system from collapsing again (weekly or monthly habits)

Use clear language, no jargon, and assume I’m doing this alone without buying fancy new furniture. End by summarizing the overall approach in 5 sentences so I can print it and keep it on my desk.

Why this prompt works: You’re telling the AI exactly who you are (age, tech comfort), what the room looks like, and what “success” means for you. You’re asking it to start with questions rather than jumping into a generic plan, which makes the advice fit your situation. Breaking the work into days and time blocks gives you realistic, bite-sized steps instead of “organize everything” as one giant, impossible task. The request for a simple summary at the end gives you something you can keep visible as a reminder.

One thing to watch out for The AI may suggest tools or systems that are more complicated than you need (fancy apps, elaborate digital workflows). If something feels like “too much,” say so and ask for a simpler alternative. Also, its plan won’t know your physical limitations or energy levels - if a block feels too long or too heavy, shorten it and ask the AI to adjust the plan rather than trying to power through and burning out on Day 1.

Use Case 2 of 2

Use Case 2: Asking for a raise via email

It’s Monday morning, 7:15 am. David, 49, is at his kitchen table with his laptop open and a blank email staring back at him. He’s been with his company for eight years, quietly doing excellent work in a mid-level role. In the past two years he’s taken on extra projects, mentored younger staff, and absorbed work when a colleague left. His boss has praised him, but nothing has changed in his paycheck.

The company isn’t struggling, but it’s careful with money. David knows that if he doesn’t ask, nothing will happen. At the same time, he doesn’t want to come across as ungrateful or demanding. He’s not looking for a showdown - he wants a calm, professional email that clearly lays out his contributions and asks for a fair raise.

He’s tried drafting it himself, but his first version sounded apologetic (“I’m sorry to bother you…”) and his second version sounded stiff and legalistic (“As per my job role and responsibilities…”). He wants something in between: confident but respectful. He opens his AI assistant and decides to treat it like a writing coach that can take his raw facts and turn them into a well-structured message.

Here is the exact prompt to use:

Copy and paste this into ChatGPT or Claude:

I need help writing a professional, respectful email to my manager requesting a raise. I am in my late 40s and have been with the company for several years. I want the email to sound confident but not aggressive, and warm but not apologetic.

Here are the key facts about my situation: - My current role: [briefly describe your role, e.g., “Senior project coordinator in the operations team”] - Time at the company: [number of years] - Recent contributions: [list 4 - 6 specific examples: projects you led, responsibilities you took on, results you achieved, ways you helped the team] - Any positive feedback I’ve received: [quotes or summaries from performance reviews or emails] - Context: [e.g., “No raise in the past 3 years despite increased responsibilities”] - My goal: [e.g., “Requesting a 10 - 15% salary increase” or “Bringing my compensation in line with market range for this role”]

Please: 1. Ask me 5 - 7 clarifying questions first to better understand my role, the company culture, and timing. 2. Then draft a complete email I could send to my manager, including: - A clear subject line - A short, polite opening - A concise summary of my contributions and added responsibilities - A direct but respectful request for a raise, including either a specific range or a request for a compensation review - A closing that invites a conversation (meeting or call) rather than demanding an immediate yes/no response 3. Offer two slightly different versions: - Version A: more formal - Version B: slightly more conversational but still professional

Use clear, everyday language, avoid buzzwords, and make sure the tone fits someone 40 - 70 years old in a typical office environment. After the emails, briefly explain (in 5 - 6 sentences) why the structure of the email is effective, so I can learn from it for future conversations.

Why this prompt works: You’re giving the AI the raw materials it needs - your role, contributions, feedback, and goals - rather than asking it to invent a story. Starting with clarifying questions forces you to think through your case and helps the AI tailor the tone to your company culture. Asking for two versions (formal and conversational) lets you pick what feels most like your natural voice. The request for an explanation at the end turns this into a learning exercise, not just a one-off email.

One thing to watch out for The AI doesn’t know your manager’s personality, internal politics, or the company’s financial reality. Treat its email as a strong first draft, not holy scripture. Before sending, read it out loud: if any phrase feels unlike you or too bold for your environment, soften it; if it feels too timid, ask the AI to strengthen the wording while keeping it respectful. And remember, a good email increases your chances, but it’s not a guarantee - don’t let a “no” convince you the email was a failure.

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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