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May 31, 2026

Issue 22: Smarter by Thursday

Smarter by Thursday — Issue 22

Issue 22 · week of May 25, 2026

Smarter by Thursday

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

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

This week, we’re using AI for two things that feel very different but have the same root problem: **overwhelm and avoidance**. First, turning a chaotic home office into a space you actually want to work in. Second, writing an email to ask for a raise without sounding either apologetic or aggressive. Both feel emotionally loaded, and that’s exactly where AI can quietly take the edge off.

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 9:15 p.m., after dinner and a half-hearted attempt to watch a show, **Karen** finally walked into the room she calls her “office.” It’s really a spare bedroom with a desk somewhere under three layers of paper, a printer that lives on the floor, and a filing cabinet she hasn’t opened since 2019.

She stood in the doorway holding a manila folder and thought, *I am a 55-year-old professional woman and somehow defeated by a stapler.* Every time she tries to “fix the office,” she does the same thing: shuffles stacks, moves piles from desk to chair, spends 40 minutes deciding about one old insurance form, and ends up more discouraged than when she started.

The real problem isn’t the clutter. It’s **decision fatigue**. Where should things go? What do I keep? How should the room be set up so it actually works for the next decade, not just the next week? She doesn’t want a Pinterest-perfect makeover. She wants a step-by-step plan that tells her: start here, then do this, then this. And she wants it tailored to her ADHD-style brain and her real life, not some minimalist fantasy.

Here is the exact prompt to use:

Copy and paste this into ChatGPT or Claude:

Copy and paste this into your AI assistant, then fill in the brackets with your situation.

> I want your help to plan a complete home office overhaul. I am [age] and I live in a [house/apartment/condo] with a [small/medium/large] room that I use as a home office. > > Describe my current situation in detail so you can give realistic help: > - The room is about [dimensions or “small/medium/large”]. > - I mainly use it for [type of work: remote job, consulting, managing family finances, creative work, etc.]. > - My biggest problems are: [for example: piles of paper everywhere, old files I don’t know whether to keep, no clear place for incoming mail, cords and tech clutter, can’t find things when I need them]. > - I have these major items: [desk type, chair, filing cabinet, bookshelves, printer, any closets or storage]. > - My budget for organizing is: [none / under $100 / under $300]. > - I have about [X] hours per week to work on this. > - I get overwhelmed easily by decisions and tend to [for example: move piles around, start strong and then quit, get lost reading old papers]. > > Using that information, create a realistic, very specific 4-week plan to overhaul this home office. > > Requirements for the plan: > 1. Break it into weekly goals and then daily sessions of 30 - 60 minutes, so I never have to decide what to do first. > 2. For each session, tell me exactly what to do in order (for example: “Step 1: Clear everything off the desk except…”). > 3. Include simple rules for what to keep, what to shred, and what to scan or digitize, based on a typical person in their [age bracket] who manages [type of work/finances]. > 4. Suggest low-cost organizing solutions using common items I might already have (boxes, folders, trays, etc.), and only recommend buying things if truly necessary. > 5. Include a system for incoming paper and mail going forward, so I don’t end up back in this situation. > 6. Assume I am not very tech-savvy. If you suggest digital tools, they must be simple, and you must explain exactly how they would fit into my routine. > 7. Add brief motivation or encouragement at the end of each week’s section to keep me moving. > > Finally, summarize the entire plan in a short checklist I can print and keep on my desk.

Why this prompt works:

You’re not saying “help me declutter,” which is too vague. You’re **feeding the AI the same context a human organizer would ask for**: room size, purpose, budget, time, and personality. You’re asking for **time-bound, step-by-step sessions** instead of one giant project, and you’re forcing it to think about *maintenance systems*, not just one big cleanup. The instructions about low-cost solutions and being not very tech-savvy prevent it from recommending a $700 label maker and eight apps you’ll never use.

One thing to watch out for

AI will sometimes suggest products or tools you don’t need, or routines that assume you have more energy than you do. If a step feels unrealistic (“sort every paper in one evening”), ask it to revise: “Adjust this plan assuming I can only do 20 minutes at a time and I get tired easily.” Also, AI is not a lawyer or accountant; if it suggests how long to keep tax or legal documents, double-check with your tax professional or official guidelines.


Use Case 2 of 2

Use Case 2: Asking for a raise via email

On a Thursday morning at 7:40 a.m., **David**, 48, sat in his car in the office parking lot, staring at the steering wheel. He’d been with his company for seven years. In that time, he’d picked up two extra teams, trained three new hires who now reported to someone else, and quietly absorbed the responsibilities of a manager who left during COVID and was never replaced.

His salary? Essentially flat for the past four years, aside from a cost-of-living bump that barely covered rising grocery prices. His wife gently keeps asking, “Have you talked to them yet?” His answer is always the same: *“I will. I just need to word it right.”*

The truth: he’s afraid of coming off as ungrateful or demanding. He doesn’t want a confrontation. But he also doesn’t want to sit through another performance review where his boss says, “We really appreciate you,” and nothing changes. He doesn’t need AI to negotiate for him; he needs AI to **get him over the blank-page problem**, so he can send a clear, professional email that starts the conversation.

Here is the exact prompt to use:

Copy and paste this into ChatGPT or Claude:

Copy and paste this into your AI assistant, then fill in the brackets honestly.

> I want your help drafting a professional email to request a compensation review and raise. > > Here is my context: > - Role/title: [your title] > - Company/industry: [brief description] > - Time in this role: [X years] > - Time at this company total: [X years] > - Who I am writing to: [name, their role, and my relationship with them]. > - My last raise or salary adjustment was: [when, and roughly how much]. > - Since then, my responsibilities have increased in these specific ways: [list 3 - 7 concrete examples: additional projects, people you supervise, revenue or cost savings you’ve contributed to, new skills or certifications, problems you’ve solved]. > - Any positive feedback I’ve received that supports my case: [performance reviews, comments from clients, thanks from leadership]. > - I have done some market research and believe a fair range for my role and experience in my area is [X - Y] (if you don’t know, say “I am not sure about the market range; please suggest how to phrase that part carefully”). > - My communication style is: [formal / friendly but professional / very brief and to the point]. > - My main goal with this email: [for example: to request a meeting to discuss my compensation, to align my pay with my responsibilities, etc.]. > > Using this information, draft a concise, respectful email I can send to [name] to request a compensation review and raise. > > Requirements for the email: > 1. The tone should be confident and appreciative, not apologetic or aggressive. > 2. Start with appreciation and briefly acknowledging what I value about the role or company. > 3. Clearly connect my increased responsibilities and contributions to the request for a compensation review. > 4. Avoid vague phrases like “I feel underpaid” and instead focus on specific contributions and, if appropriate, market data. > 5. Make a clear ask, such as a meeting within the next 2 - 3 weeks to discuss aligning my compensation with my current level of responsibility and performance. > 6. Keep it to 3 - 6 short paragraphs so it is easy to read. > 7. Avoid buzzwords and over-the-top enthusiasm. I am an experienced professional in my [40s/50s/60s], not an entry-level applicant. > > After you draft the email, explain in 3 - 5 bullet points why the wording and structure are effective, so I understand how to adjust it if needed.

Why this prompt works:

You’re giving AI what it needs to write like **you, in your situation**, not like a generic career blog: your role, timeline, specific contributions, and relationship with your boss. You’re telling it exactly what tone to strike and what to avoid (“I feel underpaid” is emotionally true but strategically weak). Asking for an explanation afterward teaches you *why* the email works, so you can confidently tweak phrases to sound more like yourself.

One thing to watch out for

AI will sometimes make the email too polished or too “HR-flavored,” which can feel stiff coming from you. If you read it and think, *I would never say this phrase,* ask it to revise: “Rewrite this in simpler language with shorter sentences, as if written by a mid-career professional who is direct and calm.” Also, AI cannot know your company’s internal politics; use your judgment about timing and whether your organization is in a hiring freeze or cost-cutting mode. The email starts the conversation; it does not guarantee the outcome.


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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