3 and Out with John Middlekauff Ken Rideout's story, Will Lamar crash out, Could McDonald call offensive plays
Feb 11, 2026
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From Trading Desk Luxury To Opioid Rock Bottom
- Ken Rideout went from a prison guard and college athlete to a high-earning commodities trader, then battled a decade-long opioid addiction while living in London and owning a Porsche and Kensington flat.
- His rock-bottom moment came during detox before adopting a daughter when he nearly jumped from a Manhattan balcony but instead confessed to his wife and began sobriety and running.
Toughness From Boston Is Survival Training
- Ken attributes Boston upbringing and working-class environment to quick emotional toughness and social acuity rather than innate superiority.
- He links prison work and rough neighborhoods to learning to read people fast and develop thick skin necessary for survival.
Confession Instead Of Suicide Started Recovery
- At his lowest during withdrawal in Manhattan, Ken blacked out, fell, smashed his head and faced either confessing his addiction or suicide; he chose honesty and that confession catalyzed support from his wife.
- After confessing, his wife helped him through detox and he later took Vivitrol to block opioid receptors and maintain sobriety.