Innocent until proven broke? On Skeptical Sunday, Jessica Wynn explains how cash bail jails half a million unconvicted Americans.

Welcome to Skeptical Sunday, a special edition of The Jordan Harbinger Show where Jordan and a guest break down a topic that you may have never thought about, open things up, and debunk common misconceptions. This time around, we’re joined by writer and researcher Jessica Wynn!

Full show notes and resources can be found here: jordanharbinger.com/1399

On This Week's Skeptical Sunday, We Discuss:

  • How roughly 500,000 legally innocent Americans sit in jail awaiting trial on any given day — not because they're dangerous, but because cash bail sorts people by bank balance rather than by risk, and only the US and the Philippines rent out freedom via commercial bail bonds.
  • Why bail reform became political kryptonite: crime rose during COVID just as reforms rolled out, so Utah (after five months!) and Alaska scrapped theirs before the data arrived, while a $2-billion-a-year bail bond industry lobbied hard to keep freedom behind a paywall.
  • What happens when reform survives on paper but not in practice: judges swap unaffordable bail for no-bail holds, ankle monitors widen the net, and risk algorithms trained on biased data launder old prejudices into objective-looking scores.
  • How pretrial detention powers the plea bargain machine — with about 95 percent of cases ending in pleas, people held before trial are four times likelier to be sentenced to jail and get sentences three times longer, even controlling for charges and history.
  • What actually works: Washington, D.C. has run without cash bail since 1992, releasing about 90 percent of arrestees (88 percent show up for court), while simple text reminders cut missed court dates 26 percent in NYC — proof that a nudge often beats a threat.
  • Connect with Jordan on Twitter, Instagram, and YouTube. If you have something you'd like us to tackle here on Skeptical Sunday, drop Jordan a line at jordan@jordanharbinger.com and let him know!
  • Connect with Jessica Wynn at Instagram (and Instagram!), and subscribe to her newsletters:Between the Lines and Where the Shadows Linger!

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