The renown Portuguese journalist and author, Miguel Esteves Cardoso (known as Cardoso), has written over 20,000 crónicas and is considered by some the first Portuguese influencer. With both Portuguese and British nationality and having lived and studied in both countries, he holds a twofold, insider/outsider viewpoint of the Portuguese. A corpus of ten crónicas from the book Miguel Esteves Cardoso- As Melhores 100 crónicas (Miguel Esteves Cardoso—the best 100 crónicas) (2020) are scrutinized in this chapter as samples of irony, satire, sarcasm, and humour being used as weapons of political and social criticism. Cardoso’s crónicas are strongly opinionated, non-fiction commonplace accounts, profiles, and storytelling typifying the Portuguese. They fall under the field of literary journalism, as stories about everyday facts and ordinary people, entailing a personal character and alternating the reporting of facts with literary subjectivity. No one and nothing is unheeded in these crónicas, from policies to personalities, common citizens to top politicians. A satire of the class system, the behaviours, the looks, the odours, the (lack of) hygiene, and the (mis)use of language. A humorous and incisive/piercing portrait aimed at the absurdity of everyday life offering an exacting representation of the Portuguese.