In this episode of The Americano, Freddy Gray speaks with New York Times writer and debut author Michael Greenbaum about his new book Empire of the Elite, a sweeping history of Condé Nast—the media empire that once dictated American taste, fashion, and celebrity. From Anna Wintour’s carefully staged exit to the vanished world of glossy magazine grandeur, Greenbaum charts how the institution that once crowned cultural royalty is struggling to stay relevant in an era of TikTok stars and Substack columnists.

On the podcast they explore the rise of celebrity culture, the influence of British identity on Condé’s editorial direction, and the complex relationship between Donald Trump and the house that built (and later disowned) him.

Jeff Bezos is getting married in Venice – but not everyone is celebrating. Venetians have staged small protests, accusing the billionaire of symbolising the city’s takeover by the ultra-rich. But is this anything new? Associate editor Owen Matthews joins Freddy Gray to discuss.

Relations between Iran and Israel are deteriorating rapidly, with comparisons being drawn to Israel’s 1981 strike on Iraq’s Osirak nuclear reactor. Israeli Prime Minister Benjamin Netanyahu appears to be advocating for regime change in Tehran, reportedly encouraging the United States to take military action. Donald Trump, who previously came close to authorising a strike, is now said to be more cautious – mindful of the risks of exposing American forces abroad and being drawn into another protracted conflict, contrary to the non-interventionist platform on which he was elected. The Iranian regime, built on a foundation of resistance, is responding to Israel’s attacks while also expanding its network of regional proxies, which now extends as far as South America and east Africa. Iran is believed to be only weeks away from producing weapons-grade uranium, meaning that failure to institute regime change may lead Tehran to accelerate its nuclear ambitions – particularly if tensions are eased while the current regime remains in power.

Russia, meanwhile, has positioned itself as a strategic disruptor. By maintaining dialogue with both Tehran and Jerusalem, Moscow retains influence over developments without aligning itself fully with either side. Although it has refrained from supplying Iran with its most advanced military technology, its ambiguous stance offers it significant leverage. While global energy prices have thus far remained stable, the possibility of disruption cannot be discounted. Cautious but alert, the Gulf states are keen to avoid direct involvement. The broader question now facing the international community is whether diplomacy can contain the crisis – or whether the region is edging closer to a far more serious and destabilising confrontation.

To discuss the conflict, Freddy Gray speaks to Owen Matthews and Charlie Gammell.