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July 21, 2025 27 mins

It’s Mailbag Monday on the JTrain Podcast, and Jared is diving into three juicy listener dilemmas! One emailer grapples with lingering feelings for an ex-turned-best-friend she cut off for the sake of her engagement, is one final convo warranted, or is silence the closure? Another listener is sick of the judgment for being single at 30 and wants advice on how to shut down the nosey questions. And finally, a Bahamas getaway turns into Love Island chaos when one flirty vacation hookup goes cold, should she shoot her shot or leave it on read? Jared breaks it all down with his signature mix of empathy and laughs!


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