I Saw a Woman in the Reflection of the Guy in Texting’s Sunglasses! Did I Handle It Correctly?! - MONDAY MAILBAG
I Saw a Woman in the Reflection of the Guy in Texting’s Sunglasses! Did I Handle It Correctly?! - MONDAY MAILBAGUpdate: 2025-09-15
Description
This week on the JTrain Podcast, Jared kicks off another legendary Mailbag Monday from sunny Delray Beach! We hear from a 26-year-old crushing on her much older coworker and another email from a long-distance romance that got shady thanks to a poolside sunglass reflection. Along the way, Jared riffs on awkward charity gigs, why “support” feels like a weird word, and the grand circle jerk of podcast promo codes. As always, it is candid, relatable, and laugh-out-loud funny!
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