Oh god, that's almost impossible for me. I'm sure you already know but I just consume info like mad.
But just to take a few books I can think of for enjoyment and not counting Shirley's (which is truly great, I think Jae read it maybe he can chime in) and probably not even top five but some I can think of immediately that I liked:
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The Franchise; on the Pistons building to a title and the expansion draft aftermath, I liked how it dealt with the Dantley/Aguirre stuff along with how the expansion draft and the lesser players became important in their own right.
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The Last Amateurs; the one Feinstein book I actually really liked because it wasn't really important. A Season on the Brink, etc. "matter more" but the only person you'll recognize in this is Adonal Foyle. It's got that "LOOK HOW PURE" aspect, but I liked it despite that.
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When Nothing Else Matters; this is clearly set out to be a sort of grand tale of Jordan's last effort, similar to how The Franchise starts as writing about the destiny of the Pistons, but in the end it's unintentionally critical about Jordan's mad drive to force the Wizards into contention by his own sheer will. And how that doesn't work and leaves him cast off from a franchise he part-owns. It might be the one Jordan book that paints him as a sympathetic figure. (EDIT: This is $2 on Amazon right now, I think I need to order it.)
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The Show; Not an amazing book by any means since it covers all of Lakers history, but I liked that it spent time on all the eras and got into all the controversies. It's clearly a Lakers hagiography but I thought it was solidly fair.
Stalling on thinking of others currently so I'll just say The Last Season and Basketball on Paper.
(EDIT: I actually liked Moneyball less for the stats crap than for the discussion of Beane's thought and management process. But Michael Lewis is just a great writer, thus why the No-Stats All-Star article and The Big Short are also great works.)