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August 3, 2026

Issue 31: Smarter by Thursday

Smarter by Thursday — Issue 31

Issue 31 · week of August 03, 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 quietly drain your energy: **spring cleaning that never quite gets finished**, and **giving honest feedback to someone on your team without tying yourself in knots**. Both matter for the same reason: clutter and fuzzy communication are expensive. They cost you time, goodwill, and, eventually, money. AI can’t do your cleaning or your conversations for you, but it can make both more structured and less stressful.

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

Use Case 1 of 2

Use Case 1: Spring cleaning using a checklist AI creates

On a rainy Saturday in April, Diane is standing in her hallway, staring at three half‑packed donation bags and a stack of mystery cables from 2009. She’s 57, runs a small consulting practice from home, and every year she swears she’ll “do a proper spring clean.” Every year, the same pattern: she starts with good intentions, gets overwhelmed, and ends up with two organized drawers and the same old chaos everywhere else.

Her problem isn’t motivation. It’s structure. Diane doesn’t have a clear, realistic plan that fits *her* house, *her* energy level, and *her* actual schedule. She tried downloading generic checklists from websites, but they all assume she has a free weekend and a tolerance for tiny tasks like “wipe down baseboards” that she will never do. What she needs is a checklist that feels like it was written for Diane on a specific weekend, not for a Pinterest-perfect stranger. That’s where AI can help - not by “being smart,” but by being specific.

Here is the exact prompt to use:

Copy and paste this into ChatGPT or Claude:

You are an organized, practical home assistant helping me plan spring cleaning. Your goal is to create a realistic, room-by-room checklist I can follow over one weekend without exhausting myself.

Here is my situation and context: - I live in a [type of home: e.g., 3-bedroom house / 2-bedroom apartment / townhouse] with these spaces: [list rooms: e.g., kitchen, living room, home office, main bedroom, guest room, two bathrooms, basement]. - My biggest problem areas are: [e.g., paper clutter in the office, overstuffed closets, disorganized pantry, too much stuff in the garage]. - I have about [X] hours on Saturday and [Y] hours on Sunday for cleaning. I also have [any physical limitations or preferences: e.g., bad knees, can’t lift heavy boxes, hate detailed dusting]. - My main goals for this weekend are: [e.g., clear visible clutter, make the home office usable, get rid of donations, clean surfaces in kitchen and bathrooms].

Your task: 1. Create a spring cleaning checklist organized by room, in the order you recommend I tackle them across the weekend. 2. For each room, list 5 - 10 specific tasks, ordered from highest impact to lowest impact. 3. Mark each task as one of three levels: “Must do this weekend,” “Nice to do,” or “Can be postponed.” 4. Estimate how many minutes each task should take for an average person. Keep the total within the time I said I have. 5. At the end, suggest a simple 15-minute daily maintenance routine I can follow for the next 2 weeks to keep the progress.

Constraints and style: - Be practical and honest. I do not need perfection; I need visible progress. - Avoid tiny, fussy tasks (like cleaning baseboards) unless there is time left over. - Use plain language and a simple checklist format that I can print or copy into a notes app. - If my goals and time don’t match, say so clearly and suggest a scaled-back version.

Before you create the checklist, ask me 5 - 7 clarifying questions to make sure you understand my home, priorities, and limits. Then create the checklist.

Why this prompt works:

This prompt gives the AI a clear **role** (“organized, practical home assistant”), a **goal** (realistic weekend spring cleaning), and detailed **context** about your home, problem areas, and time. You’re explicit about the **task** (create a room-by-room checklist with priorities and time estimates) and set **constraints** (no perfection, avoid fussy items, keep within your hours). Asking for clarifying questions upfront forces the AI to fill in gaps before it starts, which usually produces a more tailored and realistic plan.

One thing to watch out for

AI will sometimes underestimate how long things take or overestimate your stamina. Read the checklist like you’re editing a junior assistant’s work: cross out anything that feels unrealistic, and adjust the time estimates based on your experience. It may also suggest tasks that don’t fit your space (like “clean balcony” when you don’t have one), so skim for those and ask it to revise. Don’t treat the list as a command; treat it as a draft plan you’re allowed to simplify.


Use Case 2 of 2

Use Case 2: Giving feedback to a team member

On a Wednesday afternoon, around 3:30, Martin closes his laptop and rubs his eyes. He’s 49, leads a small project team for a regional nonprofit, and he’s been putting off a conversation with one of his staff, Jenna, for weeks. Jenna is capable and enthusiastic, but her last two reports have been sloppy: unclear structure, missing data, and last-minute changes that throw off everyone’s timelines.

Martin’s dilemma is familiar. He wants to be fair and supportive, not harsh. He knows that vague comments like “let’s tighten this up” haven’t helped. At the same time, he is worried that if he’s too direct, he’ll damage the relationship or shut her down. So he procrastinates, hoping Jenna will “figure it out,” while quietly rewriting her work himself at night. That is how burnout starts.

What Martin really needs is help turning his jumble of thoughts (“this is frustrating, here’s what’s wrong, here’s what I’d like instead”) into **clear, specific, respectful feedback** he can deliver in person or in writing. AI can’t know Jenna. But it can help Martin draft wording that is direct without being unkind, and structure the conversation so it’s about growth, not blame.

Here is the exact prompt to use:

Copy and paste this into ChatGPT or Claude:

You are an experienced leadership coach who specializes in helping managers give clear, respectful feedback. Your goal is to help me articulate specific feedback for a team member about their recent work, in a way that is honest but not harsh.

Here is the situation and context: - I manage a team of [size, e.g., 4 - 6] people at a [type of organization, e.g., nonprofit, consulting firm, small business]. - The team member is [brief description: e.g., generally reliable and positive, early in their career, has good intentions but sometimes disorganized]. - The issue I need to address is: [describe in concrete terms: missed deadlines, sloppy reports, lack of preparation for meetings, etc.]. - Here are 2 - 3 specific examples from the last month that illustrate the problem: [describe what happened, when, and the impact on you/the team]. - My relationship with this person is: [e.g., usually good, some tension, new manager relationship]. - My goals for this conversation are: [e.g., make expectations clear, reduce rework, support their development, avoid defensiveness].

Your task: 1. Help me clarify my key messages in one short paragraph: what’s working, what’s not, and what needs to change. 2. Draft two versions of the feedback: - Version A: a short email I could send before or after our conversation. - Version B: bullet points I can use as a spoken script in a one-on-one meeting. 3. In both versions, include: - 2 - 3 specific examples of the issue, described factually and without blame. - A clear statement of the impact on the team, deadlines, or quality of work. - A clear, positive expectation for what “good” looks like going forward. - 1 - 2 questions I can ask them to invite their perspective and ideas. 4. Keep the tone plainspoken, respectful, and professional - not corporate cliché.

Constraints and style: - Do not use phrases like “feedback sandwich” or overused corporate buzzwords. - Avoid flattery. Be balanced: one or two genuine positives, then the main issues. - Keep the email under 250 words and the spoken script under 10 bullet points.

Before you draft anything, ask me 5 - 6 clarifying questions to understand my expectations, any past feedback I’ve given, and anything sensitive about this situation. Then write the paragraph, the email, and the spoken script.

Why this prompt works:

This prompt gives the AI a precise **persona** (“experienced leadership coach”), a clear **goal** (help you articulate honest, respectful feedback), and rich **context** about your team, the person, and concrete examples. You break the **task** into three parts (clarify key messages, draft email, draft script), and you specify **format and constraints** (word limits, no buzzwords, include examples, impact, expectations, and questions). Asking for clarifying questions nudges the AI to tailor its advice to your situation instead of giving generic “manager tips.”

One thing to watch out for

AI doesn’t know your team member’s history, sensitivities, or culture, so its suggestions might land wrong if you treat them as final. Read the drafts through the lens of “Would I say this out loud to this specific person?” and adjust any phrases that feel stiff or too formal. Also, AI can be tempted to sugarcoat; make sure the core message isn’t buried under politeness. Your job is to keep the heart of the feedback clear, even if you soften the edges.


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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