Obama's political positions are reviewed in the book. "If you’re a liberal, reading the following might make you support Obama even more," Freddoso states at one point in the book. "But if you’re honest, I think you’ll agree he’s no centrist."[2]
The book also discusses Obama's alleged "radical associations" with such controversial people as Bill Ayers, a former Weatherman organization leader, and Obama's former pastor, the Rev. Jeremiah Wright.[2]
Part of the book focuses on Obama's having made accommodations with the Cook County Democratic Organization headed by Chicago's mayor, Richard M. Daley, despite Obama's start in politics as a candidate appealing to anti-machine voters in the Hyde Park neighborhood of the city.[2]
The book also dwells at length on Obama’s opposition to an Illinois bill that sought to protect infants “born alive,” but whose critics said it could have fundamentally undermined the right to abortion. A similar bill passed the United States Congress only after an explicit commitment to Roe v. Wade was added, which Freddoso dismisses as trivial, but which abortion rights advocates saw as crucial.[