An episode unlike any we’ve done before! Grant dives into the legacy of “NSA leaker” Reality Winner, revealing a story far more complicated and nuanced than the headlines ever suggested. Along the way, we wrestle with tough questions about patriotism, transparency, and what real service to the country looks like. You’ll even hear Reality’s own words, lifted straight from the candid emails she sent our inbox, so the saga unfolds in her voice, not just ours. Whether you’re a policy junkie, a true-crime buff, or simply love an underdog tale, you’ll leave with fresh angles. Grab your headphones, bring a curious mind, and let’s untangle the myths, the media spin, and the human being behind one of the decade’s most polarizing headlines. Find out what makes this women, and this episode, so truly special. Winners and Losers—out now!

00:00:00 Catch-Up

00:24:20 Winners and Losers

00:38:40 Cry-Run CrossFit

00:55:10 Journalistic Face-plant

01:03:25 Charged under the Espionage Act

01:24:30 COVID Behind Bars

01:30:45 Post-release life

01:36:20 Hollywood Portrayals

01:43:00 Winner vs. Actual Spies

01:55:40 Patriotism Reframed

02:08:30 Listener Letters

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