The Dad Book Review

from Gentleman Speculator · host Andrew Flattery and Brian D. O’Leary

Brian O’Leary is back on the pod to talk about the dad book. This is the airport nonfiction, narrative history, and adventure bio, etc. The Wall Street Journal just declared this ‘category’ a dying breed. As Dads with books, Brian and I draft our favorite picks.We talk Charles Manson and the CIA, why a German U-boat off the East Coast makes Shadow Divers impossible to put down, and the case for James Michener (bestseller nobody under fifty remembers). And a lot more.Brian’s Substack and podcast (the O’Leary Review):https://olearyreview.comGentleman Speculator is from Andrew Flattery at Flattery Wealth Management.TIMESTAMPS00:00:00 Nixon on his old man00:01:00 What a dad book is, and why the Journal called it dying00:11:00 Books you can actually find at the airport00:12:00 Chaos, Charles Manson and the CIA00:18:00 The book your own father gave you, Endurance00:24:00 Sports, and The Boys in the Boat00:27:00 The First All-Star Game and the 1932 plot on FDR00:33:00 Biography, The Wright Brothers00:39:00 Hidden gems, and the forgotten James Michener00:46:00 The anti-recommendation, Bernard Cornwell00:53:00 The GOATs, Shadow Divers and The Sportswriter00:57:00 What Brian is working on now This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit www.gentlemanspeculator.com

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This episode was published on June 25, 2026.

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