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May 12, 2026

Issue 19: Smarter by Thursday

Smarter by Thursday — Issue 19

Issue 19 · week of May 11, 2026

Smarter by Thursday

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

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

It's Tuesday morning, and if you're like most solo consultants I know, your digital life is a quiet disaster zone - emails piling up, desktop cluttered with half-forgotten files, and browser tabs that have been open since last quarter. Meanwhile, giving clear, constructive feedback to a team member (or client) without sparking defensiveness or wasting hours drafting the perfect email? That's the other silent killer of productivity. These two AI use cases aren't flashy trends; they're practical tools to reclaim your focus and communicate like a pro, saving you hours each week without needing to be a tech wizard.

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

Picture Ellen, 52, a marketing consultant in Seattle. It's 7:45 PM on a Thursday in early May, and she's staring at her laptop screen after a long client call. Her desktop is buried under 200+ files - old proposals, random screenshots, duplicate PDFs from last year's projects. Her inbox has 5,000 unread emails, and her phone's camera roll is a mess of 3,000 photos, half blurry conference shots or meme saves. She's been meaning to "declutter" for months, but every attempt fizzles after 10 minutes because she doesn't know where to start. Tomorrow's her first day off in weeks, and the chaos is making her anxious - she can't focus on her big pitch until this digital weight is lifted. Why does this matter? For folks in their 40s to 60s juggling consulting gigs, family, and hobbies, digital clutter isn't just messy; it drains mental energy, hides important work, and turns simple tasks into marathons.

Here is the exact prompt to use: "Act as a no-nonsense digital declutter coach for a busy solo consultant in their 50s. I have 2 hours today to spring clean my digital life. Create a customized checklist broken into four 25-minute sprints with 5-minute breaks between each. Assign one high-impact area per sprint: 1) Desktop and downloads folder, 2) Email inbox, 3) Browser tabs and bookmarks, 4) Phone camera roll and apps. For each sprint, give me exactly 4 actionable tasks with yes/no decision rules (e.g., 'Delete if older than 6 months and not client-related'). Include a minimalist setup recommendation for my desktop as a marketing consultant - what 5 apps in the dock, a distraction-free wallpaper idea, and one daily habit to prevent re-clutter. End with a 2-minute victory review to note wins and schedule the next session."

Copy and paste this into ChatGPT or Claude:

Why this prompt works: It succeeds by being hyper-specific - naming your role, time limit, and exact areas prevents vague AI rambling, while structuring into sprints with breaks fits real attention spans (Pomodoro-style). The yes/no rules make decisions brain-dead simple, reducing overwhelm, and the setup/habit add lasting value. Role-playing as a "coach" gets empathetic, practical output tailored to non-tech adults.

One thing to watch out for AI might overlook your unique files (like that one oddly named client folder), so scan the checklist quickly before diving in - don't delete anything without a double-check. It assumes a standard setup (Mac/Windows/phone); if you're on something niche like Linux, add "for Windows user" to tweak. Results are as good as your honest input; vague details yield generic lists.

Use Case 2 of 2

Use Case 2: Giving Feedback to a Team Member

Meet Tom, 61, a leadership coach in Chicago. It's 4:30 PM on a rainy Wednesday, and he's just hung up from reviewing his virtual assistant Maria's latest report. She's great at research but chronically late - three deadlines missed this month - and her emails are walls of text without summaries, forcing him to reread everything. He needs to address it firmly but kindly to keep her motivated; he's drafted three emails already, each too harsh or too soft, eating 90 minutes he doesn't have. With a webinar tomorrow, he can't afford drama or turnover. This hits home because at our age, we've seen enough careers derailed by poor communication - clear feedback builds loyalty, prevents resentment, and scales your solo business without micromanaging.

Here is the exact prompt to use: "Act as a seasoned HR consultant specializing in feedback for small teams. My virtual assistant Maria is excellent at research but misses deadlines (3x this month) and sends long emails without executive summaries, making them hard to skim. Help me craft a complete, professional email giving constructive feedback. Structure it like this: 1) Positive opener praising her strengths (2 specific examples). 2) Clear, specific issues with impact on me/my business (use 'I' statements). 3) Actionable next steps with deadlines (e.g., summaries first, tools to try). 4) Positive close with support offer. Keep the tone warm, direct, and encouraging - no fluff. Make it under 200 words, ready to copy-paste. Also suggest 2 follow-up questions for our next call to check progress."

Copy and paste this into ChatGPT or Claude:

Why this prompt works: It forces a proven SBI (Situation-Behavior-Impact) structure plus positives/actions, ensuring balanced, non-defensive output - key for real relationships. Specifying tone, length, and elements like 'I' statements guides the AI to polished prose you can trust. Role as "HR consultant" draws on best practices, while examples ground it in your scenario, yielding emails that sound like you, not robotic.

One thing to watch out for AI can't read minds on interpersonal nuances - if Maria's misses stem from overload you didn't mention, the email might miss empathy; always personalize post-generation. It generates text, not magic - delivery matters, so practice reading aloud. Over-reliance could make feedback feel scripted; use it as a draft, then tweak with your voice.

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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