Jared Freid is joined by Natasha Parker, a former Bachelor* and Bachelor in Paradise contestant who now hosts Gems with Natasha. They kick things off by promoting Natasha’s podcast and Jared’s recent guest appearance. The relaxed Sunday morning vibe sets the tone as Natasha shares her weekend, including family time and brunch plans.

The conversation turns to Natasha’s favorite NYC spots like The Ned and Rocco’s Tavern. Jared humorously teases her "Carrie Bradshaw" lifestyle, comparing it to the dream of many young women moving to NYC. They banter about the differences between high-end venues and sports bars, with Natasha highlighting Rocco’s vegan nachos, which she loves as a vegetarian.

They also dive into dating, with Natasha revealing her sister is newly single. They discuss how women make better wing-women than men and the dynamics of going out as single sisters. Natasha embraces a “Carrie Bradshaw” mindset, not actively searching for men but open to encounters. They reflect on how men showing interest by buying a drink can create opportunities, though some have sneaky motives, like swooping in after a woman buys her own.

As the episode continues, they chat about the importance of enjoying the moment without a strict plan to meet men, emphasizing that the venue’s vibe and having fun are more important than finding romance. They also explore how energy and mindset play key roles in attraction, agreeing that being content in your surroundings naturally draws people in. Natasha also touches on her empowerment podcast, where she encourages listeners to embrace life's ups and downs. She shares her own journey from working in TV in LA to finding success, emphasizing persistence through struggles. Jared and Natasha reflect on the millennial generation, balancing the analog and digital worlds, and the value of honest conversations in a social media-driven age.

The episode wraps with a fun discussion on dating signals—decoding DMs, emoji responses, and mixed motives. They stress the importance of honesty in dating, whether someone is looking for something casual or serious, and share stories about navigating careers and dating expectations, providing plenty of laughs and insights along the way.

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

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🙋🏻‍♂️ Jared Freid

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Twitter - https://twitter.com/jtrain56

TikTok - https://www.tiktok.com/@wizardofha

Website - https://jaredfreid.com/

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🙋‍♀️ Our Producer Venetia AKA V

Website - https://www.venetiageras.com/

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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/