The best thing I've read on the mind and political context of the Founders at the various founding moments...the deliberation and intention of the 1787 Framers, the deliberations and intentions of the state ratification conventions c. 1787-1789, and the early debates over the institutionalization of the constitutional clauses and where the sources of political danger lurked. Jack Rakove is another of Bernard Bailyn's crowded stable of brilliant students who with Bailyn have moved on to reshape the study of pre-revolutionary, revolutionary, and Federalist America. Original Meanings (and the plural "s" is significant) is a seminal contribution to a discussion that should dominate the next presidential election. Rakove's critics will argue that he's hostile to the anti-Federalists and to today's Originalists (led by their Heralds, Scalia and Thomas), but Rakove convinces me - and I suppose it's needless to say, I take a side in this particular debate but more or less pride myself in my ability to preserve analytic objectivity and to weigh an argument and its logic - that all the controversies of Originalism and the "Framer's intent" are vastly more political than historical (although, as Rakove points out more than once, clarity on the historical questions is essential to inform any conversation on the controversial constitutional topics).
For me - and please pardon the editorial digression - Originalism seems a variation of the Reformation battlecry, "Sola Scriptora!" (It's more than a little ironic that skepticism of scripture is associated more closely with Roman Catholic, rather than Protestant, tradition, but the Supreme Court's conservative caucus is uniformly devout RCC.) In government, this is a recipe - as several of the Founders and their philosophic forebears pointed out - for the dead hand of the past continuing to grip throats in the present. Jefferson opined, often, in writing (and presumably in conversation) that each generation of Americans needed to rewrite the Constitution to suit their own times. (But he was, of course, in France, corresponding with Jamie Madison, whose story dominates these pages, while the constitution was being drafted and crawling through state-by-state ratification.) Well, we've had our constitution, warts and all, for more than 225 years, and we see what 225 years of interpreting a pre-steam-engine, slaveholder-endorsed, wild-frontier-considerate document has done to warp our body politic...and the warpage continues as the political winds blow through the Supreme Court, giving some folks the decisions they long for and others the rage that animates political rivalries bent upon overturning malign majorities on the Court. Needless to say, the constitution has been amended a mere 17 times (and, I'll bet, never again) since the first Bill-of-Rights block of amendments that were the Federalists' promise to the state ratifying conventions that, "Okay, okay, we can have a Bill of Rights" as the price of ratification, but we're unlikely ever again to see anything that approximates the 1787 meeting to "propose amendments" to the Articles of Confederation. That's the rut we're in.
That story - the tale of how our great founding documents tugged and pulled into place, every issue, every bloody round of politics, every ratification struggle, with of course the Federalist Papers and the great Anti-Federalist spokesmen at center stage - is told in close, exhaustively researched detail by author Rakove, who has ended not a single argument (as in all humility he scarcely expected to) but has written a starting point for understanding the welter of issues that occupied political Americans from the mid-1780s and the palpable failures of the Articles of Confederation until the opening of Federal government business, when the provisions of the Constitution began to be realized in operational government form.
So I remain in the tank for the Bailyn School of Colonial-Revolutionary historiography, and I adore this book, and particularly for its continued - I'd say eternal - relevance to a nuanced understanding of American political life. Do tackle Original Meanings. It's a dense, closely argued work, and not for beginners, but it's an essential book for our - and any - time.