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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Love a good laugh? Stay in the loop with the Well, I Laughed Podcast! Hit up wellilaughed.com for all the fun, throw some love our way on Patreon at https://patreon.com/WellILaughedPodcast, and send us your wildest listener stories at wellilaughedpod@gmail.com—because let’s be real, we know you’ve got some!
Listener stories, topic ideas, or anything else you think belongs on the show—drop it all at wellilaughed.com/contact. We’re all ears—and laughs!
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