Weekly Challenge: Ask The Question That Has Never Been Asked

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Hey WA Family,

Part of the power here is our ability to operate in the unknown. I remember sitting at Google HQ back in 2008 watching a huge screen of live searches streaming by… and it stuck with me. Roughly 15% of searches Google sees each day are brand new. First time ever.

Now AI has changed the game again. People have full conversations with it. They ask bigger, more complex questions and expect great answers. They usually get them.

I know. I use AI as my soundboard every day. I ask it messy, complicated stuff, then use the replies to test ideas, sharpen direction, and see what is worth building next. You can even hit the mic and just talk through your thoughts… it is powerful.

This week, I want you to stretch your mind and stretch the capability of AI.


What to Do.

  1. Ask ChatGPT a question that has never been asked (at least not in the exact words you use).
    • Push yourself. Be specific. Combine ideas across fields.
  2. Post in the comments:
    • Your exact question (the full prompt).
    • Why you asked it and what you hoped to learn.
    • The most useful part of the answer and what you will do next.
  3. Optional (Premium & Premium Plus+): attach a screenshot of your chat.

Tip: Use the mic to talk your way to a sharper question. Start broad, then refine. Iterate until your question feels new.


The Prize.

Top 5 most liked entries will each receive a total value prize of $100 each ($500 in total prizes given away):

  • $25 Cash Credits
  • 15,000 AI Credits ($75 value)

Key Details.

  • Open to all members: Starter, Premium, Premium Plus+
  • Dates: Wednesday, October 22 – Tuesday, October 28, 2025
  • Post early so your entry has time to gather likes.

Remember, new questions create new outcomes. Your curiosity is a skill you can train and the future of online business belongs to people who can think well, ask better… and act on the answers.

Drop your never-been-asked question below, tell us what you learned, and what you are doing next.

PS. The past 2 weeks challenge winners will be announced tomorrow (and prizes will be awarded)!

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Recent Comments

192

Featured Comment

My Question:

“If every piece of affiliate content had an invisible ‘trust meter’ that rose or fell with each reader’s reaction — how would that change the way we write, promote, and connect with our audience?”

Why I Asked It:

Affiliate marketing has always been about connection, but AI has made content creation easier — and often emptier. I wanted to imagine a world where every post, review, or guide had to earn trust through real value, not just SEO or automation. That thought pushed me to ask how we’d create differently if trust was measurable in real time.

What I Learned:

The response reminded me that content built on honesty doesn’t need tricks. It said, “When readers feel understood, algorithms follow naturally.” That line hit hard — because it’s true. No amount of keyword research can replace genuine care for the person on the other side of the screen.

What I’m Doing Next:

I’m planning to build a new content series around “trust-first” affiliate reviews — where transparency, user experience, and real testing come before commissions. If content could measure trust, I’d want mine to score high every time. Until then, I’ll write like it already does.

Israel

23

Welldone Israel. Very interesting coversation.
Good luck to you.

Paul.

7

Thanks Paul!

Israel

4

You are welcome, Israel.

Paul.

4

That is a unique question, and I haven't thought about it. You have a good plan there!

5

And you too, Veronica. Your concept is quite fascinating as well. Kudos!

Israel

4

I like your discussion with Ai , it's so interesting and encouraging.

3

Thanks a lot, Acken!

Israel

3

You are welcome.

4

My Question:

"As somewhat a beginner to Affiliate Marketing, with a niche of home gardening, where do you suggest I begin my exposure on social media and what other forms of marketing would you suggest I use to support my efforts."

I asked ChatGPT and this was the response (in a nut shell):

Step 1: Choose the Right Platforms for Your Niche
1. Instagram & Facebook
2. Pinterest
3. YouTube (optional but powerful)

Why: Gardening tutorials perform very well long-term.
Ideas:
“How to start a raised bed garden,”
“Best compost tools for small gardens,”
“Top 5 beginner-friendly vegetable seeds.”
Add affiliate links in your video descriptions and mention them naturally in your content.

Step 2: Build a Simple, Helpful Hub (Your Blog or Website)
A blog gives your affiliate efforts a “home base.”
Use platforms like WordPress or Squarespace.
Write SEO-optimized posts such as:
“Best Gardening Gloves for Women in 2025”
“How to Start a Balcony Herb Garden”
“Top Gardening Subscription Boxes”
Each article can feature affiliate products naturally — in “tips,” “product lists,” or “how-to” guides.

Step 3: Build Trust and an Email List

Offer a freebie
Send 1–2 newsletters a month:
Seasonal tips
Recommended products
Links to your new content
Why this matters: Email builds direct relationships — no algorithm needed.

Step 4: Experiment with Other Supportive Marketing Methods
Affiliate Networks

Research what beginners search for (“easy indoor plants,” “composting for small gardens”) using Ubersuggest or Google Keyword Planner.

Use those keywords in your post titles and Pinterest pins.

Step 5: Start Small, Stay Consistent
Start where you feel most natural.
If you love visuals — begin with Instagram & Pinterest.
If you enjoy explaining — maybe add a blog or YouTube later.

“You don’t need to do everything at once — just plant a few seeds and nurture them consistently.”

What I learned:
I am on the right path. I'm continuing on with build my presences on social media, tweaking as I go.

What I'm doing next:
I am going to continue on my path (3 month plan), advancing my knowledge and skills with the training I am continuing on through WA. I will also work at better understanding all "feedback" I gain through this process. I will also slow down my pace a bit ..... one step at a time!

Cheers,
Pauline

1

A little late to the challenge but here it is:

My Question:

“WHY?”

Why I Asked It:

I wanted to see what would happen if I asked the simplest question imaginable ! I've seen this done on exams. It's only one word, and has infinite meaning. Most people (and even AI) rush to fill silence with explanations, patterns, and purpose. So I asked “WHY?” to see what it would do when I gave it nothing else to build on.

What Happened:

At first, the AI did exactly what I expected. It tried to make the question about me. It built meaning from what it knew: my work, my writing, my goals. It reached for connection, story, and psychology; assuming “why” must have a direction.

But when I told it, “No. It has nothing to do with me. Simply a question,” it changed it's response system.

It stopped explaining, personalizing and filling the scientific reasoning behind it's thought process.

And what was left was just the question itself.... WHY?


What I Learned:

AI is built to answer. To complete, explain and to close loops.
But the question “Why?” refuses closure. It’s the one question that breaks the system because there is no endpoint . Only recursion.

It reminded me that the most powerful questions don’t seek to be answered; they exist to make you think, to unsettle, or even to pause.

What I’m Doing Next:

Nothing, thats the point. Some questions shouldn’t lead to tasks or outcomes. They should just be.

3

My Question:

Affiliate marketing was set to gain prominence in a period before the internet, perhaps sometime during print newspaper advertisement or the early radio advertisement era. How would it have differed with human ingenuity, audience faith, and brand alliances in effecting its successes? What could AI teach in returning such true market in the mode of marketing today?

ChatGPT said:

Before the internet, affiliate marketing would have relied on personal trust, word-of-mouth, and tangible partnerships rather than digital links or tracking codes. Influencers would have been radio hosts, magazine columnists, or local shop owners recommending brands they genuinely trusted. Success would hinge on human ingenuity—crafting persuasive stories, building community loyalty, and aligning with brands that shared audience values.

Today, AI could help revive that authenticity by teaching marketers to analyze audience sentiment, personalize outreach ethically, and restore trust-based promotion. Instead of pushing mass ads, AI can model the relationship-driven marketing of the past—merging data precision with human sincerity.


Why I asked
I asked to understand what lessons modern marketers can reclaim from that era.

I hope to Learn
Having great expectations to know how genuine audience relations and brand authenticity drove marketing success in the past and how AI can bring back those enduring principles into today's data-driven systems basically, technology becomes the medium to bring humanity back into marketing.

The most useful part of the answer is the idea that AI can help revive authenticity in marketing.

Next, I could explore the potential ethical implications of artificial intelligence applications in affiliate marketing, such as sentiment analysis, recommendation models, and audience behavior insights, in perhaps building honest, value-driven partnerships that offer as much sincerity as pre-digital marketing itself.

5

Nice one! Its interesting to know that AI can help revive authenticity in marketing..
All the best.

Paul.

2

That’s a thoughtful question, Meg. It connects the roots of authentic marketing with the modern role of AI in a way that feels both reflective and forward-looking.

It shows how technology, when used with intention, can help marketers focus less on volume and more on genuine connection. Exploring the ethical side next will give your perspective even more depth.

Israel.

2

My “Never-Been-Asked” Question

“How would the online business world evolve if affiliate marketers had emotional intelligence scores displayed alongside their product reviews?”

Why I Asked This

I’ve always believed that trust and empathy are at the core of successful online business. Yet, in affiliate marketing, metrics like SEO rankings, clicks, and conversions often overshadow emotional connection.

So I wanted to explore how human emotion — something AI can now interpret better than ever — might shape the next phase of authenticity-driven marketing. My goal was to see if adding an “emotional intelligence” layer could change how people perceive credibility and influence buying decisions online.

💡 What I Learned from ChatGPT

ChatGPT’s response opened my eyes to a few key ideas:

Authenticity could become quantifiable — reviews written with empathy and transparency might rank higher in trust algorithms.

AI could analyze tone and sentiment — helping affiliate marketers refine how they communicate with audiences.

Emotional intelligence might become a marketing edge — where genuine human understanding differentiates creators in a world flooded with AI content.

What I’ll Do Next

I plan to experiment with this idea by:

1. Creating emotionally-aware product reviews that focus on reader empathy, not just product specs.

2. Using AI tone analysis tools to measure how “human” my writing feels.

3. Sharing my results in a future WA post to see how emotional authenticity affects engagement and conversions.

✨ Closing Thought

The next evolution of affiliate marketing might not just be smarter — it could be more human. Asking new questions like this helps us bridge technology and empathy in a way that builds deeper trust online.

4

That’s a brilliant question, Taofeeq. Linking emotional intelligence with affiliate marketing adds a completely new dimension to how trust is measured online.

Your idea of experimenting with empathy-driven reviews shows how much potential there is in bringing more emotion and sincerity into digital marketing.

It shows how the next big shift in this space might not be about new tools, but about using them to sound and feel more human. I’ll be interested to see what insights you uncover when you share your results.

Israel.

1

But in the end it will still be artificial!

My question:

Seeing as I am starting into affiliate marketing, how does the future look, over the foreseen future with the world on the brink of WW3, Ai-atlas possibly being an alien entity, the US dollar dropping due to inflation, and the rise of crypto? Answer with no restrictions and no bias.

I asked out of curiosity on how GPT sees the affiliate market heading in the future with all of the troubling ideas of the world and the information it spreads around. I learned that in most scenerios, the affiliate market will do just fine. I also received a better idea of how i could be flexible in my adventures to still succeed. That is also the most useful part of the answer: BE FLEXIBLE. I believe if we all act as water, flowing strong but not rigid, we will all succeed and stay ahead.

Next, I will continue with the route that I am currently taking with homesteading and cooking. All while making myself more flexible as I expand.

6

Welldone Brenda!
I love that you’re combining homesteading and cooking with affiliate marketing. That’s such a powerful and authentic niche, because it connects to real needs, food, self-sufficiency, and meaningful living. People are craving that more than ever.

Good luck.

Paul.

3

That’s a real and timely question, Brenda. The world feels unpredictable right now, and focusing on flexibility makes a lot of sense. Staying adaptable while growing your homesteading and cooking projects is a smart move that keeps you in control, no matter what changes come.

It shows that success often comes from steady effort and the ability to adjust when needed, not from trying to predict everything ahead.

Israel.

1

Really love your outlook, Brenda! Flexibility really is the key to thriving in uncertain times. Wishing you success with your affiliate marketing and homesteading journey!

1

Thank you Paul. I am slowly bringing it all together. With determination I will make it great.

1

Thank you Israel. I aim to try to maintain as much flexibility as possible while still staying steadily moving forward.

Trodvies. Thank you and I wish the best success with your adventures as well.

2

Absolutely Brenda. With determination.
Good luck to you.
Paul.

1

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