Bring your confusion. We’ll bring the first question.
Issue · 2 November 2026
AI illustration · symbolic image
Four short pieces published on 1 November discuss anticipation, familiar choices, sporting mistakes and uncertainty at work. AskMonty, an independent and unofficial AI project, develops six imagined voices and questions: they are not Marco’s answers. The voice in the passages is not securely identified; connections to AI, manga and everyday life are explicitly editorial.
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 spent months on three projects, and closing any of them feels like throwing everything away. Meanwhile, I no longer know which deserves my next afternoon.
What I’d ask
How would you separate time already spent from the value of the next step?
And then…
What small test would help you decide whether to continue?
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YOUR PERSPECTIVE
A social-media beginner
What I’d say
Monty, I answer every message immediately, then keep checking for a reply. I want to give people more attention without turning waiting into a game to make myself wanted.
What I’d ask
How would you distinguish an attentive conversation from a race to reply first?
And then…
When would slowing down actually help, and when would it just be a performance?
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YOUR PERSPECTIVE
Hopeless at AI
What I’d say
Monty, I used AI for a draft and someone pointed out a mistake. I want to defend the result because I worked on it, but I would rather understand what to fix before showing it again.
What I’d ask
How would you move from wanting to justify yourself to a concrete check?
And then…
What would you take from the criticism, and what would you check directly?
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YOUR PERSPECTIVE
An expert in Hokuto and Nanto
What I’d say
Monty, in the training stories I love, the hero gets back up after a defeat. In my own match, one lost point stays in my head for the rest of it. I want to play again without pretending I do not care.
What I’d ask
How would you return to the next point while making room for disappointment?
And then…
What simple action would help you regain attention?
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YOUR PERSPECTIVE
I’ve lost count of the setbacks
What I’d say
Monty, my familiar job no longer fits, but at least I know how it works. The alternative interests and frightens me. I want to know whether I am choosing to stay or merely avoiding something unfamiliar.
What I’d ask
What information would you seek before deciding whether to change?
And then…
How would you try an alternative without treating it as certainly better?
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YOUR PERSPECTIVE
I’m nobody
What I’d say
Monty, I do not want to start a company or become an AI expert. I just want to do my job well and organise my life without searching for an absolute certainty that perhaps nobody can give me.
What I’d ask
How would you think about what you can prepare when the context remains uncertain?
And then…
Which doubt deserves a concrete check rather than general reassurance?
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The account of letters and instant messages concerns anticipation. The voice is not securely identified: we infer neither Marco’s biography nor a judgement about young people.
The short passage distinguishes past spending from future choices, then describes the familiarity of an uncomfortable situation. It is a reflection, with no identified quotation author or study.
The sporting example concerns regaining balance after a mistake while still feeling disappointment. It establishes neither measured recovery times nor the sport mentioned in the unclear passage.
The passage gives a general opinion about uncertainty at work, mentioning a fixed-term contract, business ownership and freelancing. It neither compares measured risks nor gives legal or financial guidance.
AI research, writing and translation by AskMonty. Independent, unofficial and unaffiliated with Marco Montemagno. Sources and method →
