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São Paulo

The Ugliest City You’ll Ever Love

Brian Winter

Written by
Brian Winter
Length
4 hrs 30 min
Publisher
Blackstone Publishing
Released
2027-01-19

Shelved under

What it is

The story of how an “unlovable” city became the powerhouse that reshaped Brazil.

São Paulo is the ugliest city you’ll ever fall in love with.

How in the world did this humble Jesuit trading post manage to overtake its glamorous sibling, Rio de Janeiro, and become the engine of modern-day Brazil—and indeed the premier city of the Southern Hemisphere?

Brian Winter, who lived in São Paulo with his family for half a decade and still returns multiple times a year, leads us through this vast metropolis marked by endless traffic, vertical neighborhoods, and overlapping spheres of wealth and precarity. We discover the city’s deep lineage of immigration and the crucial place of foreignness in its collective identity; the resilience of its historically marginalized communities and the absurd excesses of its upper classes; and the remarkably enduring way families of modest origins can work their way up to fortune, fame, and influence.

Expansive and intimate, São Paulo is the story of a city fueled by ambition and improvisation, by a legendary work ethic and an equally impressive respect for pleasure, and by the abiding faith that anyone, everyone, is welcome.

“São Paulo … when it’s finished, it’ll be pretty.”

On the charts

Charting now — best position 5 on Coming soon in Travel & Tourism, reached October 21, 2026. Seen on 1 chart over 17 days of readings, the first on October 8, 2026.

1 14 5 October 8, 2026 October 24, 2026 October 8, 2026 — position 14October 9, 2026 — position 14October 10, 2026 — position 14October 11, 2026 — position 14October 12, 2026 — position 13October 13, 2026 — position 13October 14, 2026 — position 13October 15, 2026 — position 11October 16, 2026 — position 11October 17, 2026 — position 11October 18, 2026 — position 11October 19, 2026 — position 8October 20, 2026 — position 8October 21, 2026 — position 5October 22, 2026 — position 5October 23, 2026 — position 5October 24, 2026 — position 5
Coming soon in Travel & Tourism — position by day.
ChartBestDaysLast seen
Travel & Tourism
Coming soon 5 17 days October 24, 2026

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