Pulitzer Prize Historian: You Won't Notice Until It's Too Late!

In this episode of The Diary of a CEO, host Steven Bartlett sits down with historian and journalist Anne Applebaum for an urgent conversation about the global decline of democracy and the rise of autocratic tactics in Western nations, particularly the United States. Applebaum, who spent decades studying Soviet and authoritarian regimes, reveals she now sees patterns she once thought relegated to history repeating in real time. The conversation opens with bombshell revelations about Trump's unprecedented wealth accumulation while in office—his net worth reportedly surging from $2.3 billion to $6.5 billion—and claims that policy decisions increasingly favor presidential business interests rather than Americans. Applebaum details five core tactics autocrats use to dismantle democracies: corruption, election manipulation, civil service capture, information control, and monopolizing violence. She argues Trump's second term differs fundamentally from his first because he's now surrounded by people actively helping him avoid constitutional constraints. Perhaps most striking, Applebaum discloses that when Trump threatened to invade Greenland, Denmark and European allies began military contingency planning against the United States, including preparations to shoot down American planes—a moment she describes as permanently altering NATO allies' view of American reliability. The historian warns that ICE has been transformed into an unaccountable paramilitary force and that international observers have downgraded the U.S. from a liberal democracy to an electoral democracy. Throughout, Applebaum rejects historical inevitability, insisting citizens retain agency to defend democratic institutions through voting, civic participation, and vigilance against the normalization of authoritarian behavior.

• Trump's net worth reportedly increased from $2.3 billion to $6.5 billion while president, creating unprecedented conflicts of interest where policy serves business rather than public interests.
• Denmark and European NATO allies prepared military contingencies to resist U.S. invasion of Greenland, including plans to destroy infrastructure and engage American forces, fundamentally shifting alliance trust.
• International observers downgraded the United States from liberal democracy to electoral democracy status, placing it alongside less stable South American nations rather than Western European peers.
• Applebaum outlined five autocratic tactics for dismantling democracy: corruption, election manipulation, civil service politicization, information control, and violence monopolization, arguing Trump's circle actively employs this playbook.
• ICE has been transformed into a masked, militarized paramilitary force unaccountable to local governments, with administration officials immediately defending two killings of U.S. citizens rather than calling for investigation.
• Trump's second term differs from his first because he's now surrounded by people explicitly seeking to help him avoid constitutional constraints, including tech authoritarians and Christian nationalists.
• Global partners including Canada, European nations, Brazil and India are actively hedging against U.S. unreliability, creating alternative trade and security arrangements that exclude America for the first time since 1945.