Today’s episode dives into a Labor Day-themed conversation as Jared reflects on the unofficial end of summer and its significance. He humorously muses over how his internal calendar is still tied to the school year, even without kids, and ponders the weirdness of planning for Labor Day.

In this episode, Jared tackles a listener who wants to dump her guy because of his dog! We get an email where the listener is uncomfortable with how her date, Jason, handles his dog during their walks. From the labordoodle, Max, weaving through pedestrians to making people nervous, Jason’s carefree attitude and lack of control over Max begin to bother her. Jared breaks down the nuances of the situation, emphasizing the importance of recognizing and respecting others' fears, even if you believe your dog is harmless.

Another listener writes in about a new guy. After her recent divorce, she was cautious about intimacy, but when her date mentioned wanting a relationship, she assumed it was safe to go to his house. However, things didn’t go as planned, leaving her feeling uncomfortable and unsure about his intentions.

Jared delves into the nuanced and often vague language people use in relationships, like "I see myself falling for you," which can sometimes be a way to buy time rather than genuinely commit. He stresses the importance of setting personal boundaries and communicating them clearly, especially when past experiences make you cautious. Jared also discusses why it's essential to walk away from situations that don't align with your standards, even when the lines between casual dating and a committed relationship are blurred.

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Hop on the "JTrain" with comedian Jared Freid and his crew of pals, including YOU! Join us for an hour of laughs, gripes, and straight talk on modern love. Send in your questions, dish on the latest trends, and more to [email protected] – we'll tackle it all on air! It's a no-nonsense, fun journey where we escape reality for a bit, delivering quick laughs and razor-sharp insights into the wild world of life and love. Tune in every Monday.

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Jared Freid is a stand up comedian from Boston and who is currently based in New York City. Jared is known to give great dating advice and is all knowing of the Bachelor & Bachelorette nation! You can catch his latest comedy special on Netflix, “37 & Single”, where Jared discusses dating app frustrations to awkward setups to breakup justifications. (For the record, Jared’s mom thinks his body is “just fine.”) Besides regularly headlining and touring around the country, Jared hosts two podcasts called “The JTrain Podcast” and “U Up? Podcast” with Jordana Abraham of Betches, where they discuss their takes on modern dating with issues ranging from apps to hookups to relationships. Check out more of his comedy and a live show today! 👉https://jaredfreid.com/