Can eleven thousand chess games be enough?
In February 2026, Chess.com reported Montemagno reaching 2,000 rapid points after 11,640 games on the platform in under three years.
Read and check the sources →THE STORY, WITH SOURCES
Who is Marco Montemagno?
Marco Montemagno is a digital entrepreneur, author and communicator. He founded Blogosfere and 4books and presented a technology programme on SkyTG24. He publishes videos, podcasts and books about technology and work.
QUESTIONS, WITH SOURCES
Marco Montemagno at a glance
Editorial review · · AskMonty AI writing and illustrations
What does Marco Montemagno do?
He is an Italian digital entrepreneur, author and communicator, also known as Monty. His work includes Blogosfere, 4books, television and content about technology, work and artificial intelligence. This page concerns the communicator; a shared name does not identify other people as the same person.
Marco Montemagno · Sito e biografia ufficiali ↗Gruppo Il Sole 24 ORE · Ingresso al 30% in Blogosfere (25/06/2007) ↗4books · Azienda e servizio ↗
Read the context and limitations →How old is he and when was he born?
Companies House records Marco Montemagno’s birth in July 1972. He is therefore 54 at the review date of 21 October 2026. The register does not publish the day; we do not infer it from other biographies.
Companies House · Marco Montemagno, appointments ↗
Read the context and limitations →What did he study?
In the Corriere / Sette interview of 14 February 2020, Montemagno describes attending a classical secondary school and earning a law degree at the University of Milan. This is an interview account, not verification of a university certificate.
Corriere della Sera / Sette · Colleziono flop. Fallire è normale (14/02/2020) ↗
Read the context and limitations →Where does he live, and what is known about his family?
Accounts from 2013 and 2020 document his move to Brighton. The British register checked in 2026 lists England as his country of residence; it does not establish his current city. In the 2020 interview he discusses his wife and four children in total. That is a historical account, not an update on his private life.
Companies House · Marco Montemagno, appointments ↗EconomyUp · Il trasferimento e SuperSummit (2013) ↗Corriere della Sera / Sette · Colleziono flop. Fallire è normale (14/02/2020) ↗
Read the context and limitations →How much does he earn, and what is his net worth?
The collected sources do not establish a reliable personal income or net worth. Revenue, investment raised, company value and a founder’s earnings measure different things. The dossier separates documented figures from unverified estimates.
Companies House · The Tech Alchemist, filing history ↗Gruppo 24 ORE · Resoconto al 30 settembre 2010, pp. 22 e 31 (PDF) ↗
Read the context and limitations →Artificial intelligence: the free course, AI First and content to explore →
Marco, beyond the bio.Eight chapters on his life, work and interests, with AI research and source links.
THE HUMAN SIDEEven Monty gets scaredFrom sharks to the stage: 13 accounts, with his explanations and sources.THE COLUMN, POINT BY POINT
Monty’s lists
Ideas, advice and lessons. One point at a time. 6 collections to explore.
Before the videos, who made him sweat?
A trace of Montemagno’s table tennis years appears in a tribute to someone else.
Read and check the sources →Has Monty shared the writing credits?
Alla conquista del Web carries two names: Marco Montemagno and Miska Ruggeri.
Read and check the sources →Before followers, was he counting blogs?
On 25 June 2007, Il Sole 24 ORE Group announced a 30% stake in Blogosfere through a capital increase.
Read and check the sources →Skating advice… without knowing how to skate?
In the episode listed on 30 November 2022, Marco recalls giving his son skating advice.
Read and check the sources →What was Udemy like when Monty began teaching there?
Marco recalls that, while living in Rome, he was among Udemy’s early non-English-speaking instructors to gain a following.
Read and check the sources →Why didn’t Monty want to enter tennis tournaments?
In the episode dated 15 November 2022, Marco recalls a friend suggesting that he enter tennis tournaments.
Read and check the sources →Before online games, where did he spend his coins?
In the podcast of 16 October 2026, Marco recalls visiting arcades as a boy: he mentions an area behind Milan’s Duomo and a small arcade in Finale Ligure.
Read and check the sources →MARCO “MONTY” MONTEMAGNO
One story. Seven ways to tell it.
The words, rhythm and framing change. The facts, people and sources stay the same. Choose a tone and notice how your impression changes.
Startups, television, books.
Marco Montemagno is an Italian digital entrepreneur, author and communicator. His official biography names Blogosfere and 4books among the startups he founded and describes seven years presenting a technology programme on SkyTG24.
A career across media
His Piemme profile names Blogosfere, Social Media Week and Startup School. Events and education sit alongside his work on blogs, television and social media.
The publisher’s profile describes these activities in their historical context.
The conversations
He publishes videos and interviews on YouTube. Some videos are also available as audio in his podcast. Prima o Poi is a separate project with Paolo Barberis and Max Ciociola.
Opinions belong to the person expressing them.
The books
Alla conquista del Web, co-written with Miska Ruggeri, covers the participatory web and media. Codice Montemagno is about digital entrepreneurship. Lavorability presents ten skills for the future of work; Tutto Montemagno collects ideas about projects, communication and change.
Dates in this archive refer to documented editions.
From AI to agents
In his article about AI agents, Montemagno describes assigning tasks to tools and checking their results. He also discusses security, costs and the risk of losing skills when work is delegated to machines.
The forecasts reflect the author’s perspective.
Action as a recurring theme
What stops someone from starting a project? In his article about intelligence and results, Montemagno focuses on perfectionism. He suggests making a decision, trying something small and learning from the outcome, taking risks one can afford.
An AI-generated writing exercise. These seven voices are editorial retellings, not quotations from Marco Montemagno.
THE HUMAN SIDE, IN HIS STORIES
Even Monty gets scared
You see him speak on stage, experiment with AI and take on new adventures. His stories also make room for fear. Sometimes it is a memory, sometimes a concern of the moment; often there is humour.
OPEN A STORY
These are fears Marco has spoken about. Dates and context matter: a memory does not necessarily describe how he feels today.
Heights. And that waterslide.
An experience revisited in September 2026.
Dubai’s waterslides, the wind, the trapdoor: before taking the plunge, Marco imagines everything that could go wrong. He then finds the slide less daunting than expected and goes again. In Brighton, he also points out a pier attraction he does not want to try.
Why, in his account
In his account, anticipation and uncertainty matter: not knowing what an experience will feel like leaves room for worst-case scenarios.
He describes heights and particular rides. He does not say he avoids every ride or declare a personal fear of flying here.
Find the passage
Original sources · approximate timestamps
Tutto quello che penso degli Agenti AI
Vuoi metterti in proprio?
Perché sono andato a VIVERE IN UK a Brighton?
Jaws, even in the swimming pool
A fear described with self-deprecating humour in 2024.
He watches Jaws as a child and the image stays with him. He jokes about looking around before swimming, even in a swimming pool.
Why, in his account
He uses it to illustrate how a powerful story can affect us more than reassuring statistics.
He also describes going swimming in the same passage: this does not mean he actually stopped swimming.
Find the passage
Original sources · approximate timestamps
La CRUDA Verità sul Futuro del LAVORO (che non ti dicono)
Tsunamis
A September 2025 remark in a self-deprecating passage.
Introducing a discussion about concerns surrounding AI, Marco says he is afraid of many things and specifically mentions tsunamis.
Why, in his account
He does not explain where this fear comes from in this passage.
The account documents no trauma and does not establish how much this fear affects his life.
Find the passage
Original sources · approximate timestamps
Le 4 paure più comuni sull'AI
In a car, when someone else is driving
His perspective in December 2023.
He describes feeling apprehensive when someone else drives, including his wife. Watching a self-driving car video, he imagines unexpected road hazards and feels even more tense.
Why, in his account
His explanation is direct: he is not in control. He also considers how a system might handle unexpected situations.
At that time, he says he has not yet tried a self-driving car: this is not an account of his own ride.
Find the passage
Original sources · approximate timestamps
Dentro all'Auto che si guida da sola... riflessioni
On the slopes, someone coming from behind
Two conversations: December 2024 and January 2025.
He says he has little skiing experience and worries about skiers approaching from behind. In the later account, he adds the stress of getting his skis ready at the lifts and seeing stretchers on the slopes.
Why, in his account
As he describes it, the problem is not knowing how to protect himself from someone approaching from behind and fearing an accident.
This is about skiing, not a general fear of people behind him.
Find the passage
Original sources · approximate timestamps
Bitcoin, cavi sottomarini e AI
CES, Trump, Zuckerberg e Nvidia: ecco il 2025
The stage. Even a small call.
Experiences described in 2023 and 2024.
He often speaks in public, yet describes feeling tense before going on stage. It happens even before a Zoom call with a few people.
Why, in his account
In his explanation, other people’s judgment and the possibility of embarrassment matter. Preparation, experience and, in his 2024 account, breathing help him manage the tension.
He describes what works for him; he does not claim experience automatically makes fear disappear.
Find the passage
Original sources · approximate timestamps
dedicato a chi ha paura di sbagliare
Public Speaking: Come parlare davanti ad un pubblico senza ansia
Public Speaking: Come parlare davanti ad un pubblico senza ansia
That phone call as a young man
A youthful memory recounted in 2023.
He wants to call a girl he likes, but keeps stopping as he dials her number on the landline. He describes being terrified of making the call.
Why, in his account
He connects it to fear of rejection. He also imagines a link with exclusion from a group: a personal, partly humorous line of thought.
This is a memory of the past. His proposed explanation is not presented here as a verified scientific conclusion.
Find the passage
Original sources · approximate timestamps
dedicato a chi ha paura di sbagliare
Failing, and carrying the label
A past concern, with an important update in March 2026.
Looking back on work, Marco describes fearing that a mistake could become a lifelong label. In 2024, he also talks about years spent worrying about what might go wrong.
Why, in his account
He points to secure employment, the stigma of failure and judgment from people watching from the outside.
In March 2026, discussing his new startup, he instead says he is not afraid of failing publicly. The dates change the meaning of the account.
Find the passage
Original sources · approximate timestamps
Come vivere a Modo TUO?
Come creare il tuo Business Online nel 2024, Partendo da ZERO (Masterclass)
Ho lanciato una startup gestita da agenti AI
What if the clients do not come?
His early steps into self-employment, recalled in May 2024.
No guaranteed salary at the end of the month, clients to find, a mortgage and bills to pay. That is how he describes the feeling when considering self-employment.
Why, in his account
The concern is concrete: being solely responsible for the financial outcome. Advice to seek a secure job amplified his doubts.
It is a memory of his choices, distinct from fear of social judgment and from his current financial circumstances.
Find the passage
Original sources · approximate timestamps
Vuoi metterti in proprio?
Vuoi metterti in proprio?
AI agents with too much control
A concern expressed on 22 September 2026.
Marco includes himself among those concerned about systems that can perform real actions on a computer. He also describes an agent deleting one of his websites.
Why, in his account
Agents act quickly and are difficult to supervise: the more control they receive, the greater the potential damage. He proposes examining risks and precautions, such as backups.
The concern is about agents’ powers and oversight, not an indiscriminate rejection of all artificial intelligence.
Find the passage
Original sources · approximate timestamps
Tutto quello che penso degli Agenti AI
Being called on in Greek class
A school memory recounted on stage in 2025.
When the teacher arrives, he tries to hide behind his classmates. He waits through the names, hoping someone else will be called on.
Why, in his account
His explanation is simple: he had not studied and did not know the answers. His prepared classmates, by contrast, were calm.
He uses it to illustrate the relationship between preparation and fear, not to describe his present life.
Find the passage
Original sources · approximate timestamps
Montemagno LIVE 2025 (spettacolo completo)
Losing the match before playing
A table-tennis memory recounted in July 2024.
He recalls arriving at tournaments with excuses already prepared and countless negative scenarios in mind. The problem began before the match itself.
Why, in his account
He describes anticipating everything that might go wrong. This is his retrospective interpretation of those performances.
This does not mean every match or competition frightens him.
Find the passage
Original sources · approximate timestamps
Ti sei alzato per perdere?
The warehouse that might catch fire
A memory recounted in 2024 and republished in 2025.
As a young man, he imagines becoming an entrepreneur with industrial buildings, goods and physical premises. One distressing thought is owning a warehouse that might catch fire.
Why, in his account
He connects it to feeling unsure how to manage that kind of business and its responsibilities. He describes then looking towards a salaried role in a company.
He does not describe an actual fire he suffered. The 2025 video republishes the same account: the three sources are not three different experiences.
Find the passage
Original sources · approximate timestamps
Inventati il Lavoro Perfetto e Rivoluziona la Tua Vita (Guida Completa)
Come creare il lavoro perfetto per te (guida completa)
Inventati il Lavoro Perfetto e Trasforma la Tua Vita (Guida Completa)