This book is the product of an academic conference that took place the weekend AFTER. After Trump won. It's an early draft at coming to terms with Obama's legacy - and to a lesser extent how that helped lead to Trump.
It's also less than the sum of its parts. The book reminds of the old story of four blindfolded men holing parts of an elephant, describing what they have. One guy has a tusk, one a trunk, one the tail, one a leg - and they each have an (imperfect) understanding of their own chunks but no real sense of how it all fits together. So you get a series of articles by different academics. One will look at urban policy, another on the bailouts, another on the environment, another on the courts, another on Obama's policy toward Africa, another on the War on Terror......Each person has their chunk of the elephant. But it doesn't really come together. Instead of the chapters broadening each other's understanding, they are either too independent of each other or too repetitive.
There's a further problem, one which explains why my rating is down to two stars instead of at least three. The further problem: even within the chapters, there often isn't too much to get out of them. Most of the authors take the same approach: a chronological overview of how Obama dealt with Issue X. That makes sense, but works better in a longer format. If you only have 15-20 pages, it would probably work best to make a main point or have a main angle. But focusing on chronology, the chapters tell you more about What than about Why or How. The info blocks out the analysis. Added bonus: much of the analysis is similar across the chapters: "Obama came to office and people were really hopeful how he'd handle [Topic} but there was GOP opposition, liberal disappointment, and Obama's own caution, but you know what - maybe he did better than his critics say." That's not a bad line, but it's typically buried in the background. And when you get a bunch of small chapters constantly obscuring a similar argument, well it's annoying to this reader at least.
Best chapter? Gary Gerstle at the end, which does provide a good analysis of Obama and America's traditional conflict of civic nationalism versus racial nationalism.
Worst chapter? Michael Kazin's chapter just before the one by Gerstle. Kazin argues that the Obama era witnessed one of the greatest surges of leftist activity in American history - rivaling those of the 1930s and 1960s..... Oh, sure, he also notes (in passing) how the Obama era didn't lead to big electoral coalition wins. Ya think? The Dems ended 2016 in as bad a shape at state and congressional levels as they've had since the 1920s. Kazin notes things like BLM and #Occupy, but yeah - the Nixon administration had a breakthrough for environmentalism, the rise of 2nd wave feminism, and the peak in anti-war protest.
Jonathan Chait's book remains easily the best work so far on the Obama administration.