Bring your confusion. We’ll bring the first question.
Issue · 18 October 2026
AI illustration · symbolic image
Four short pieces published on 16 and 17 October bring together criticism about age, early earnings, preparation and a household oversight. These passages inspire six imagined voices. AskMonty, an independent and unofficial AI project, writes the questions and connections: they are not Marco’s answers or guidance that applies to everyone.
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 one list of projects and another of things I can half do. Each new idea seems to require a new identity. I want to see whether two skills I already have could meet in something small and concrete.
What I’d ask
How would you choose two abilities to test together before inventing yet another project?
And then…
What feedback from someone else would tell you that the combination is actually useful?
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YOUR PERSPECTIVE
A social-media beginner
What I’d say
Monty, I post something and then reread only the comment that hurts. If I ignore everything I fear I will not learn; if I answer everyone I cannot make the next piece.
What I’d ask
Which signs would you use to distinguish a useful observation from an attack that is simply taking my attention?
And then…
How would you limit time spent on comments without giving up discussion?
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YOUR PERSPECTIVE
Hopeless at AI
What I’d say
Monty, when AI gives me an elaborate explanation I immediately think it must be right. Later I realise I had not checked something basic. I want to learn to make a check of my own, even as a beginner.
What I’d ask
Before accepting an AI answer, what direct check would you make of the situation I described to it?
And then…
How can I notice that the answer is following a mistaken assumption already built into my question?
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YOUR PERSPECTIVE
An expert in Hokuto and Nanto
What I’d say
Monty, in my favourite anime the hero arrives at the last second and fixes everything with a secret technique. At my next presentation, though, I would like to arrive with the materials ready instead of relying on a plot twist.
What I’d ask
What rehearsal would you make the day before to see whether I am prepared instead of hoping to improvise well?
And then…
What would you prepare even if the presentation lasted only a few minutes?
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YOUR PERSPECTIVE
I’ve lost count of the setbacks
What I’d say
Monty, a first job turned out differently from what I expected. I start thinking that my studies and the abilities I built are now worth nothing. I want to look for another possibility without erasing everything.
What I’d ask
Which part of what I can do would you try taking into a different setting before concluding that I have to start from scratch?
And then…
What small experiment would distinguish a concrete opportunity from a vague hope?
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YOUR PERSPECTIVE
I’m nobody
What I’d say
Monty, I do not want to become an expert in everything. Sometimes I just want to understand why an everyday task is not working without feeling stupid for missing the solution at first.
What I’d ask
How would you get into the habit of observing the situation first instead of immediately seeking the most complicated explanation?
And then…
What simple question could I ask myself before turning to another person or a tool for help?
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An autobiographical recollection about early payments and an opportunity combining legal work and table tennis. Amounts and sporting ranking remain personal statements; the short passage does not establish payment frequency or contract terms.
Marco recounts two recommendations attributed to Gary Oldman and connects them to his own professional meetings. Oldman’s original clip is not verified here; the closing Shakespeare joke is not treated as an authentic quotation.
A personal anecdote about ChatGPT and an open tumble-dryer door. It is neither evidence of AI diagnostic accuracy nor a repair procedure; the point concerns the questioner’s habits.
AI research, writing and translation by AskMonty. Independent, unofficial and unaffiliated with Marco Montemagno. Sources and method →
