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Jamaica Now

Jamaica’s AI Caricature Craze Is Not Just Fun — It’s a Digital Risk We Must Take Seriously

Dean Jones's avatar
Dean Jones
Feb 11, 2026
∙ Paid

There is a moment in every technology cycle when novelty overtakes caution. In early 2026, that moment has arrived in the form of AI-generated caricatures. Across property markets, estate agents and brokers have replaced their headshots with stylised, cartoon versions of themselves — sharper suits, brighter smiles, miniature skylines rising confidently behind them.

The prompt powering the trend is disarmingly simple: create a caricature of me and my job based on everything you know about me. The results are often clever and highly personalised, drawing not only from uploaded photos but from contextual information about profession, habits and personality.

It feels innovative. It feels like marketing momentum.

For real estate firms, however, it is something else entirely. It is a data exposure event.

And firms that fail to recognise it as such are making a strategic mistake.

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