If I met Monty today…

Questions before tools

Bring your confusion. We’ll bring the first question.

Issue · 11 October 2026

Paths converge on two empty chairs and a table beneath two wordless speech bubbles.
AI illustration · symbolic image

Three pieces published on 7 and 9 October take us from questions for a website to choosing university and breaking a skill into small parts. These sources inspire six imagined meetings: the questions are written by AskMonty, an independent, unofficial AI project; they are not Marco’s answers.

Today I feel…

Choose a perspective. Change it whenever you like.

None of these sound like you?

Describe the profile that’s missing. Even a sentence starting with “I’m…” can give us an idea for future issues.

YOUR PERSPECTIVE

A whirlwind with a thousand ideas

What I’d say

Monty, I have picked five tools and still do not know which problem to solve. Every idea feels urgent; I want a question that helps one emerge.

What I’d ask

Before building, which questions would you ask to see whether someone can understand my offer?

And then…

  • Which answer would make you narrow the audience instead of adding services?

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YOUR PERSPECTIVE

A social-media beginner

What I’d say

Monty, my profile says I am creative, innovative and passionate. But readers cannot tell how I can help them. I want to say something specific without sounding like an automated salesperson.

What I’d ask

How would you check whether the first message on my profile makes clear whom I address and what I offer?

And then…

  • Which vague sentence would you remove before seeking more views?

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YOUR PERSPECTIVE

Hopeless at AI

What I’d say

Monty, I can ask AI to make a page, but then I do not know how to judge it. If it looks nice, I stop, even when it does not answer a customer’s questions.

What I’d ask

What simple check would you make after the first version, before trusting the result?

And then…

  • How would you compare a correction with the previous result?

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YOUR PERSPECTIVE

An expert in Hokuto and Nanto

What I’d say

Monty, I know every final Hokuto technique, but when trying a new skill I want the whole movement to work at once. Maybe I need fewer secret powers and one part to practise.

What I’d ask

How would you choose the first part of a skill to practise without losing sight of the whole movement?

And then…

  • What small result would tell you to add the next part?

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YOUR PERSPECTIVE

I’ve lost count of the setbacks

What I’d say

Monty, after a wrong study choice I am afraid of spending more time proving I did not fail. I want to understand which path serves the person I want to become now.

What I’d ask

Which questions would you ask before I choose between returning to study, working or trying a different path?

And then…

  • Which concrete alternative would you compare with the course I am considering?

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YOUR PERSPECTIVE

I’m nobody

What I’d say

Monty, I do not want to turn every hobby into a job. I would like to learn something without having to master everything or report it online.

What I’d ask

How would you divide a small everyday goal into parts simple enough to spend a little time on?

And then…

  • How would you know that the first part is enough for today?

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The source behind this issue

The customer was ready to buy, then opened the website ↗

Demonstration featuring Hostinger and a discount code; the official description of the equivalent podcast discloses commercial support (#adv). The barber is imaginary; scores and prices are not verified here.

Learn faster: break it into pieces ↗

A short piece about breaking a skill down; it develops only the first of four announced steps.

Does going to university still make sense? ↗

Personal opinions and recollections about university; he also mentions his own AI courses. Figures and examples remain attributed to Marco.

AI research, writing and translation by AskMonty. Independent, unofficial and unaffiliated with Marco Montemagno. Sources and method →

SWITCH GEARS. GET CURIOUS.

Reality has a sense of humour.

30 seconds. A different perspective.