Smarter by Thursday logo

Smarter by Thursday

Archives
Log in
Subscribe
August 30, 2026

Issue 35: Smarter by Thursday

Smarter by Thursday — Issue 35

Issue 35 · 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

Spring cleaning and difficult work conversations don’t usually show up in the same sentence, but they have something important in common: they both pile up quietly and then demand your full attention. This week we’ll use AI for two very human problems: getting your home back under control *without* a weekend of chaos, and giving thoughtful feedback to a team member *without* losing sleep over every sentence.

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 Thursday evening at 7:10 p.m., Denise, 57, is standing in her kitchen staring at a magnet board covered in old to-do lists. She runs a small bookkeeping practice from home, and every spring she swears she’ll “finally get organized.” What actually happens is a weekend of half-started projects: she empties three drawers, piles things on the table, gets overwhelmed, and ends up shoving it all back where it started.

This year, she’s more tired than usual. Her knees complain if she’s up and down ladders all day. She knows she can’t treat spring cleaning like a military operation anymore. What she wants - though she doesn’t have the words for it - is a realistic, room-by-room plan that fits around her work schedule and energy level. Not a Pinterest fantasy. Something she can look at and think, “Yes, this is possible.” That’s where AI becomes useful: not to magically clean her house, but to help her think clearly and structure the work.

Here is the exact prompt to use:

Copy and paste this into ChatGPT or Claude:

I want you to help me create a realistic spring cleaning checklist for my home. I am [your age], and I have [describe any physical limitations or energy constraints, for example: mild knee pain, limited shoulder mobility, get tired after 2 - 3 hours of physical work]. I work [describe your work schedule and main commitments, for example: full-time Monday - Friday, or part-time mornings, or retired but caring for grandkids three days a week].

First, ask me 10 - 12 specific questions about: - The size and type of my home (number of rooms, floors, outdoor spaces). - My biggest problem areas (for example: paper clutter, overstuffed closets, garage, kids’ rooms). - How much time per week I can realistically devote to cleaning, and on which days. - Any help I have (family members, cleaners, or no help at all). - My preferences (do I like doing a little every day or longer sessions less often).

Ask all your questions in one message and wait for my answers.

After I answer your questions, create: 1. A prioritized list of spring cleaning tasks grouped by room or area, starting with the highest-impact tasks. 2. A weekly schedule for 4 weeks, breaking tasks into sessions no longer than [X] minutes each (I’ll tell you my ideal session length in my answers). 3. A simple checklist for each cleaning session with 3 - 7 specific, concrete actions (for example: “Sort top kitchen drawer into 3 categories: utensils, tools, random. Throw away or donate one category.”).

Make the plan realistic for someone my age and energy level and clearly mark: - One or two “quick wins” I can do in under 20 minutes. - Tasks that might require help from another person.

Use plain language, no buzzwords, and keep each checklist item short and clear.

Why this prompt works:

This prompt treats AI like a thoughtful planner, not a magic wand. You’re telling it who you are, what constraints you have, and asking it to gather details before giving advice. The instructions are concrete: number of questions, how to group tasks, time limits, and “quick wins.” This forces the AI to break the work into chunks that match your life rather than spitting out a generic, overwhelming cleaning manifesto. The request for plain language keeps the output readable and usable.

One thing to watch out for

The AI has never seen your house, so it may underestimate how long things take or miss details that matter (like narrow staircases or fragile items). Treat the plan as a draft, not a commandment. Adjust time estimates, skip anything that feels unsafe for your body, and don’t let a checklist make you feel like a failure if life intervenes. The goal is a thoughtful guide, not a perfect scorecard.


Use Case 2 of 2

Use Case 2: Giving feedback to a team member

On Tuesday at 4:30 p.m., Luis, 49, is sitting in his office with a half-written email open. He manages a small sales team at a regional company. One of his team members, Jenna, 32, has been missing deadlines and handing in reports that feel rushed. The numbers are still acceptable, but the trend worries him.

Luis isn’t afraid of tough conversations, but he’s careful. Ten years ago he had a feedback conversation go badly - someone felt blindsided and accused him of being unfair. Since then, he’s overcorrected in the other direction, softening everything until the message gets lost. With Jenna, he wants to be clear and kind: “Here’s what’s working, here’s what isn’t, here’s what needs to change.” The problem is that every sentence he writes either feels too harsh or too vague.

What Luis needs isn’t a script to read word-for-word; it’s a way to sort his thoughts, check his tone, and make sure he’s being specific about behavior rather than vague about personality. This is a very good use of AI: not to pretend to be a manager, but to help a manager find precise language.

Here is the exact prompt to use:

Copy and paste this into ChatGPT or Claude:

I want your help drafting feedback for a team member. I manage [describe your role, for example: a small team of 5 sales reps in a regional company]. This is a real situation, and I will edit whatever you write before I use it.

First, ask me 8 - 10 questions to understand: - The team member’s role and responsibilities. - What they do well that I want to acknowledge. - The specific behaviors or outcomes that are causing concern (include concrete examples and dates). - What I have already tried (previous conversations, emails, informal check-ins). - What outcome I want from this feedback (for example: clearer communication, improved quality of work, fewer missed deadlines). - Anything sensitive about the situation (personal stress, company changes, health issues) that should be handled carefully.

Ask all your questions together and wait for my answers.

After I answer, draft: 1. A short outline for our conversation with three sections: “What’s going well,” “What needs to improve,” and “Next steps.” 2. A sample script for how I might say this in a 1:1 meeting, written in my voice and avoiding jargon or corporate buzzwords. 3. A follow-up email that briefly summarizes the key points and agreed actions, written respectfully and clearly.

Use a tone that is: - Direct and specific about behaviors and results. - Respectful and encouraging, not sugary or overly emotional. - Focused on the future (“going forward,” “next quarter”) more than on blame.

Do not suggest I threaten their job or use extreme language. Keep it professional and constructive.

Why this prompt works:

This prompt makes it clear that you are the manager and the AI is assisting, not deciding. You’re asking for questions first, which forces you to think through the situation instead of jumping straight to a generic “performance feedback” template. By specifying sections (what’s going well, what needs to improve, next steps) and the tone guidelines, you steer the AI away from vague platitudes and into structured, practical language you can adjust. The insistence on concrete examples and future focus keeps the feedback grounded and fair.

One thing to watch out for

AI does not understand your company culture or your legal environment, and it can occasionally suggest phrasing that sounds polished but feels wrong in your mouth. Never copy and paste feedback directly without reading it aloud to yourself and editing heavily. Also, be careful not to disclose confidential or highly sensitive information in your prompt - describe the situation without sharing details that would be inappropriate to put into any external tool.


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.

Forward by email Open in browser Share on Facebook
Smarter by Thursday · By Dr. Rowan Hayes · drrowanhayes.com
Unsubscribe · View in browser

Don't miss what's next. Subscribe to Smarter by Thursday:
← Newer Issue 35: Smarter by Thursday Older → Issue 35: Smarter by Thursday
Bluesky
Powered by Buttondown, the easiest way to start and grow your newsletter.