April 23rd 2026

Happy Thursday!

Welcome back to HOW TO // AI — glad you're here!

Here's what we've got for ya:

  • 👉 Why Your AI Keeps Giving You Generic Answers — And the Fix

  • 📥 Free Download: The Better Prompts Kit (Notion Template)

  • 📸 The AI Headshot Tool That's Replacing $500 Photo Shoots

Let's get started!

👉 Why Your AI Keeps Giving You Generic Answers — And the Fix

You ask AI to help you write something. It comes back with five paragraphs of polished, completely useless text that sounds like it was written by a committee.

You ask it a question. It gives you a textbook answer that could apply to literally anyone.

You ask it to fix something. It rewrites the whole thing in a voice that isn't yours.

This isn't an AI problem. It's a prompting problem. And it has a very simple fix.

The Real Reason You're Getting Generic Answers

AI responds to exactly what you give it. Vague input, vague output. The model isn't being lazy — it's filling in the blanks you left with the most statistically average response it can generate.

Three things turn a generic prompt into a useful one:

1. Context — who you are, what you're working on, why it matters

2. Constraints — format, length, tone, what to avoid

3. Definition of done — what a good answer actually looks like

Most people include none of these. Here's what that looks like in practice.

10 Before & After Rewrites

✍️ Writing

🔴 Before:

Write an email to my team about the new policy.

🟢 After:

Write a short internal email to my team of 8 announcing 
a new expense approval policy starting next month.

Tone: direct but not cold — I want them to feel informed, 
not micromanaged.
Length: under 150 words.
Include: what's changing, why, and one clear next step.
Do NOT include: corporate jargon or phrases like 
"going forward" or "please be advised."

🔍 Research

🔴 Before:

Tell me about electric vehicles.

🟢 After:

I'm considering buying my first electric vehicle in the 
next 6 months. Budget: $35,000. I drive about 40 miles 
a day and don't have a home charger yet.

Give me:
- The 3 most practical options in my budget
- What I actually need to know about charging
- The honest downsides nobody talks about
- One question I should ask a dealer before buying

📋 Planning

🔴 Before:

Help me plan a project.

🟢 After:

I need to launch a new company website in 6 weeks. 
I have a designer but no developer yet. Budget is tight.

Break this into weekly milestones with:
- What needs to happen each week
- What I should decide or sign off on
- Where things usually go wrong on projects like this
- What I can cut if we fall behind

💬 Advice

🔴 Before:

How do I deal with a difficult coworker?

🟢 After:

I have a coworker who interrupts me in meetings and 
takes credit for shared work. I'm mid-level, they're 
at the same level. We have to collaborate on a major 
project for the next 3 months.

I don't want to escalate to my manager yet. 
Give me 3 specific, low-confrontation ways to handle 
this that actually work — not generic "have a conversation" 
advice.

📝 Editing

🔴 Before:

Edit this for me.

🟢 After:

Edit this for clarity and conciseness. My audience is 
non-technical small business owners. 

Keep my voice — casual and direct. 
Cut anything that doesn't add value.
Flag any sentence that might confuse someone 
who doesn't know this industry.

Here's the text: [paste]

📊 Analysis

🔴 Before:

What do you think about this idea?

🟢 After:

I'm considering launching a paid newsletter in the 
productivity space. I already have 2,000 free subscribers 
and a 38% open rate.

Play devil's advocate. Tell me:
- The 3 most likely reasons this fails
- What I'm probably underestimating
- One question I haven't asked myself that I should
Don't tell me what I want to hear.

🎯 Summarization

🔴 Before:

Summarize this article.

🟢 After:

Summarize this article for someone who has 2 minutes 
and needs to decide whether it's worth reading in full.

Give me:
- The core argument in one sentence
- 3 key points
- One thing I should be skeptical about
- Whether I should read the whole thing (yes/no and why)

Here's the article: [paste]

🧠 Learning

🔴 Before:

Explain machine learning.

🟢 After:

Explain machine learning to me. I'm a marketing manager 
with no technical background. I need to understand it 
well enough to have an intelligent conversation with 
our engineering team next week.

Use one analogy. No jargon. Under 200 words. 
End with two questions I could ask in the meeting 
that would make me sound informed.

📣 Social Media

🔴 Before:

Write me a LinkedIn post.

🟢 After:

Write a LinkedIn post about a lesson I learned launching 
my first product.

The lesson: you should talk to customers before building 
anything.
My tone: conversational, a little self-deprecating, 
not preachy.
Length: short — 150 words max.
Do not start with "I" and don't use hashtags.
End with a question that invites real responses, 
not just likes.

🤝 Difficult Conversations

🔴 Before:

Help me write a message to my friend.

🟢 After:

Help me write a text to a close friend I've been distant 
from for 6 months. The distance was my fault — I got 
overwhelmed and went quiet.

I want to reconnect without making it a big dramatic 
apology. Keep it warm and low-pressure.
Length: 3-4 sentences. 
Sound like a real person, not a greeting card.

💡 AI doesn't give you generic answers because it's bad. It gives you generic answers because you gave it a generic question.

All 10 rewrites — plus a fill-in-the-blank prompt builder and a 5-second checklist for every prompt you write — are in this week's free download 👇

🎁 This week's free download:

10 before/after rewrites across the most common tasks — copy, adapt, and use with any AI tool.

10 before/after prompt rewrites

Fill-in-the-blank universal prompt template

The 5-second prompt checklist

One-line fixes for the most common prompting mistakes

Works with Claude, ChatGPT, Gemini — any tool

(Free Notion template — just duplicate and use)

🎯 Try this today: Take the last thing you asked AI that gave you a disappointing answer. Rewrite the prompt using the Before/After format above. Reply and tell me what changed — I read every email.

The Rundown: When was the last time you updated your LinkedIn photo? If the answer involves the word "years" — you're not alone, and it's probably costing you first impressions. BetterPic is an AI headshot generator built specifically for professional portraits, and it's very good at making you look like a slightly more polished version of yourself.

Details:

  • Upload 8 casual photos from your phone — different angles, lighting, and outfits. BetterPic's AI analyzes them and generates 4K studio-quality headshots in under an hour. No photographer. No studio. No awkward posing directions.

  • Choose from 150+ styles to match the vibe you need — corporate, creative, casual, LinkedIn-ready. You can swap backgrounds, outfits, and even adjust small details in the built-in AI Studio after your headshots arrive.

  • Over 90% of users say the results match or beat a traditional photo shoot. The reviews consistently mention one thing: it actually looks like you, just sharper. Real estate agents, job seekers, founders, and consultants are the core users — anyone who needs a professional image without the professional price tag.

Takeaway: A good headshot is one of the highest-ROI things you can do for your professional presence, and most people avoid it because of cost and hassle. BetterPic removes both excuses. Starts from $35 — compare that to $300-500 for a studio shoot. If you've been putting this off, this is the nudge.

🤔 Got Questions?

Have a question you want answered? Email [email protected] and you just might be featured in an upcoming issue!

This newsletter is your starter kit for mastering AI with confidence. We keep things simple, show real examples, and focus on quick wins you can repeat.

Stay curious, stick with it, and watch your skills grow week by week!

Until next time :)

— David

P.S. Some links in this newsletter may be affiliate links. If you sign up or purchase through them, we may earn a small commission — at no extra cost to you. It helps keep this newsletter free and we only ever recommend tools we'd genuinely tell a friend about. Thank you for your support!

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