How do I pay for the date without it getting awkward? - MONDAY MAILBAG - The JTrain Podcast w Jared Freid

The JTrain Podcast

It's Monday AKA Mailbag Monday 🙌 📩Jared starts off venting about his frustrating experience trying to sign up for a Barry's Bootcamp class. What started as a simple decision to work out quickly spirals into a whole thing trying to figure out their apps and malfunctioning passwords. You're trying to commit to fitness, only to be bogged down by small inconveniences that leave him questioning the whole endeavor. He also dives into the psychological toll of attending fitness classes where insecurity creeps in. Is this Ticked Off Tuesday?😅

From there, Jared goes into sharing stories from his recent trip to Chicago, including an awkward fan interaction at a baseball game that left him feeling bloated and off his game. Jared then offers advice to a listener whose boyfriend, a freelance voice actor and podcaster, wants to lease a separate studio apartment for work. Jared sympathizes with the listener’s concerns about this being a potential red flag, exploring how the timing and reasoning for this new space might feel suspicious. He acknowledges the delicate balance between trusting a partner and addressing valid unease. Jared advises the listener to focus on the timing of the request and how it made them feel, rather than jumping to conclusions about trust or cheating. He highlights the importance of addressing how the sudden change affects the relationship dynamic and emphasizes that it's reasonable to feel off-put by such a last-minute decision. Jared also touches on personal experiences, sharing how he views relationship progression, and encourages open communication to better understand each other’s intentions.

He then answers a guy concerned about how to handle the awkwardness around splitting the bill on dates. Jared gives his own approach to paying and how he interprets the other person's insistence on splitting. He stresses maintaining a positive tone and making the other person feel appreciated for their time, while also acknowledging that some might want to split the bill to signal they’re not interested in a second date. Do you like splitting the bill? What are your thoughts?!!

Tune in for all this and more, including a shout-out to all of you writing in! continue to write in at 👉[e-mail] or DM us at @jtrainpodcast

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🙋🏻‍♂️ Jared Freid

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🙋‍♀️ Our Producer Venetia AKA V

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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 [e-mail] – 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/