Smarter by Thursday logo

Smarter by Thursday

Archives
Log in
Subscribe
August 28, 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 with an AI-made checklist, and using AI to write clearer, kinder feedback for your team. On the surface these sound small, but both touch something bigger: getting your physical space under control and managing relationships at work without tying yourself in knots. If you’ve ever felt behind on both - your house and your people - you’re exactly who this issue is for.

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 Wednesday night at 8:45 pm, Denise is standing in her kitchen staring at a pile of mail, three reusable grocery bags on the floor, and a counter that hasn’t been truly clear in months. She’s 57, runs a small bookkeeping practice from home, and every spring she tells herself, “This is the year I really reset the house.” Usually she prints some “ultimate spring-cleaning checklist” from the internet, gets overwhelmed halfway through page one, and ends up stuffing things into drawers. By June, she feels guilty every time she looks at the hall closet.

This year, she wants something different: a checklist that matches her actual house, her actual energy level, and the reality that she has three hours on Saturday morning and maybe an hour Sunday afternoon. No color-coded bins. No fantasy version of Denise who loves scrubbing baseboards. Just a clear plan that keeps her moving and lets her feel, by Sunday night, “I did this.” The problem is, she doesn’t know how to turn that vague desire into specific steps that fit *her* life, not a lifestyle blog.

Here is the exact prompt to use:

Copy and paste this into ChatGPT or Claude:

I want your help creating a realistic spring-cleaning checklist for my home that I can complete over one weekend.

First, ask me 8 - 10 specific questions about my home, my time available, and my preferences (for example: how many rooms, whether I hate certain tasks, whether I have help, etc.). Wait for my answers before creating anything.

After I answer your questions, create: 1) A prioritized checklist broken into chunks of 30 - 45 minutes, with the highest-impact tasks first. 2) A simple schedule for Saturday and Sunday using my actual available hours. 3) A “good enough is good enough” version of the list for days when I run out of energy.

Your checklist should: - Focus on visible, high-impact areas first (entryway, kitchen surfaces, bathrooms, living room). - Avoid perfectionism and skip any tasks that are purely decorative or optional. - Be written in plain language with one action per line (for example, “Clear and wipe kitchen counters,” “Sort mail into: keep, shred, recycle”).

Before you show me the final checklist, quickly explain your reasoning: why you chose this order, and what you deliberately left out. Use a warm, practical tone, like a friend who understands that I’m busy and easily overwhelmed by long lists.

Why this prompt works:

You’re not asking for “a spring-cleaning checklist” in the abstract - you’re telling the AI to *interview you first* so the list reflects your house, your time, and what you actually care about. You also give it clear constraints: weekend timeframe, focus on high-impact areas, short time blocks, plain language. That keeps it from producing a 200-item marathon list and instead nudges it toward something a real person can follow without collapsing halfway through.

One thing to watch out for

The AI has never seen your actual kitchen or your hallway clutter. It may underestimate how long something takes or overlook quirks like that impossible corner behind the sofa. Treat the checklist as a starting point, not a commandment. As you go, adjust the timing, skip what doesn’t matter to you, and add anything it missed - especially sentimental items or tricky repair jobs, which AI can’t truly judge.


Use Case 2 of 2

Use Case 2: Giving feedback to a team member

On Monday at 4:10 pm, Victor closes the door to his small office and exhales. He’s 49, runs a regional sales team of eight people, and tomorrow he has a one-on-one with Jenna, a strong performer who’s been slipping. Her numbers are still decent, but she’s missed three internal deadlines, left two client emails hanging for days, and has started arriving late to team calls.

Victor isn’t afraid of hard conversations, but he’s worried about this one. Jenna is sensitive to criticism and shuts down quickly if she feels attacked. At the same time, his notes from the past month sound harsher than he intended: “Unreliable on follow-through,” “Seems disengaged,” “Clients noticing delays.” He knows he needs to be clear, specific, and fair - and he wants to balance short-term performance issues with the fact that Jenna has been a solid contributor for years.

In the past, he’s either sugarcoated the message so much that people didn’t realize there was a problem, or gone in too direct and watched someone’s face fall. What he wants now is help turning his messy notes into feedback that’s honest *and* humane: something he can say out loud that doesn’t burn the relationship.

Here is the exact prompt to use:

Copy and paste this into ChatGPT or Claude:

I need help turning some rough notes into clear, constructive feedback for a team member.

First, ask me 6 - 8 questions to understand the situation, such as: - What this person does well. - What specifically isn’t working (with examples). - How long the problems have been happening. - What I want to see change in the next 30 - 60 days. - Anything I already know about what might be going on for them (stress, health, personal issues).

Wait for my answers before drafting anything.

After I answer, create: 1) A short summary (3 - 4 sentences) I can use to open the conversation, balancing appreciation and concern. 2) 3 - 5 specific feedback points written in plain, spoken language, each including: - A concrete example of the behavior. - Why it matters (impact on clients, team, or workload). - What “good” would look like instead. 3) 2 - 3 open-ended questions I can ask them to invite their perspective, not just lecture them.

Write everything in the tone of a manager who respects this person and wants them to succeed, not a judge passing sentence. Avoid corporate buzzwords - no “synergies,” “leveraging,” or “moving the needle.”

At the end, suggest one or two sentences I can use to close the meeting, reinforcing support while being clear that this is important.

Why this prompt works:

You’re not just saying “write feedback for my employee.” You’re telling the AI to gather context first: strengths, specifics, timing, and any human factors. That prevents generic, harsh language and makes the output feel more like a real conversation than a legal document. By asking for examples, impact, and a clear “what good looks like,” you get feedback that is concrete - not vague criticism. And by requesting open-ended questions and a closing statement, you’re designing the whole arc of the conversation, not just the scolding part.

One thing to watch out for

AI can help with tone and structure, but it doesn’t know your company politics, your legal obligations, or the full complexity of this person’s life. Before you use the wording, read it slowly and imagine Jenna’s face as you say each sentence. Remove anything that feels too polished or unlike you; add any important facts the AI missed. And remember: AI doesn’t replace your judgment about when an issue belongs in HR’s hands or when a performance plan is needed. Use it as a drafting partner, not as a decision-maker.


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.