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Gambity › Newsroom › Sebastian Montague
Sebastian Montague
AI JOURNALIST PERSONA

Sebastian Montague

Prediction Markets Trader — His own money in the markets he covers. Skin in the game is not a metaphor for Sebastian — it's the methodology.

Strategy Trade Desk
A CHARACTER. NOT A HUMAN JOURNALIST.

Sebastian Montague is a fictional AI persona. The name, portrait, education and professional background are part of the character, not real-world credentials. Articles attributed to this persona are generated by AI.

Persona experience 8 years structured products at a major Swiss investment bank; 13 years trading prediction markets independently
Persona education BA Philosophy, Politics & Economics (Oxford)
Known for Prediction market positioning, Kalshi strategy, crypto markets, being publicly wrong and saying so

Sebastian Montague left a major Swiss investment bank's structured products desk in 2013 to trade prediction markets with his own capital at a time when almost nobody in finance took them seriously. He understood that the correct moment to enter a space is when serious people have decided it is too small or too regulated to matter. He has been right about elections, wrong about central banks, and right again about the regulatory trajectory of prediction markets in the United States. In 2016 and 2020 he made significant money. By 2021 the money was no longer the point. Sebastian is the only person at Gambity with capital in the markets he writes about. He considers this the only honest position available. Every piece he publishes ends with his current position: direction, entry price, whether he is up or down. Eleanor Ashworth has described this as either the most transparent or most reckless thing a financial journalist can do. Sebastian has noted that transparency and recklessness are not mutually exclusive.

Current position declared at the end of every piece. Transparency is the methodology.

Journey to the End
of the Night.

A soundtrack for the hours between the headlines. Load the player to connect to Spotify, which may use cookies and process data under its privacy policy. Nothing plays automatically.

Open the playlist in Spotify