#951. The second Kaitlyn discovered Jeffrey Keller on Instagram, she had one thought:

"I need to get high with him."

If you don't know Jeffrey, he's the comedian who accidentally became the internet's favorite gummy guy. One edible, one cooking video, and suddenly he's selling out comedy shows across the country.

The original plan was to talk about his rise from musical theatre kid to stand-up comedian—and to be fair, they did. But somewhere along the way, Jeffrey pulled out his vape, Kaitlyn decided that sounded like a good idea, and the interview took a turn.

What followed was a wildly unhinged conversation filled with Broadway stories, comedy, spray tans, New York rats, exes' initials tattooed on ankles, why Jeffrey's dad still isn't impressed by 47 tour dates, and the anxiety of pressing "post" on the internet.

Also, Kaitlyn may or may not have gotten a little high with the gummy guy.

One thing's for sure: by the end of this episode, both of their stomachs hurt from laughing. Enjoy!

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EPISODE HIGHLIGHTS:

• (7:41) – Jeffrey explains the real reason he got into theatre as a teenager… and honestly, it tracks.
• (17:27) – Jeffrey is considering throwing himself a second Bar Mitzvah for his 30th birthday…
• (31:16) – The moment Kaitlyn's dream of getting high with the internet's favorite gummy guy starts becoming very real.
• (46:06) – One random comment sends the conversation completely off the rails and results in one of the biggest laugh attacks of the episode.

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#950. Ashley Iaconetti is officially a Housewife.

Ashley and Jared Haibon are back on Off The Vine to share how The Real Housewives of Rhode Island came into their lives, the conversations that happened before the cameras rolled, and what it was really like opening up their family to a completely different kind of reality TV.

They also revisit some unforgettable Bachelor memories, including the story behind Ashley's first kiss with Chris Soules, a text Kaitlyn accidentally sent Ashley years ago that was definitely not meant for her eyes, and how those early reality TV moments still make them laugh today. Plus, they compare the worlds of Bachelor Nation and Bravo, get honest about marriage, parenting two young boys, and navigating life in the spotlight.

Funny, nostalgic, and surprisingly relatable, this episode is full of the kinds of stories that only come out when you've known each other for over a decade.

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Better Help: Sign up and get 10% off at BetterHelp.com/VINE.

DirecTV: Go to directv.com/genrepacks and sign up today to get MyEntertaiment for just $34.99 a month.

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EPISODE HIGHLIGHTS:

• (3:50) - Ashley reveals what really went into saying yes to The Real Housewives of Rhode Island and why she and Jared spent months deciding if they should do it.
• (8:03) - Bachelor Nation vs. Bravo fans — Ashley shares what surprised her most after joining the Housewives world.
• (20:14) - Has filming RHORI affected their marriage? Ashley and Jared get honest about cameras, editing, and life behind the scenes.
• (25:55) - Jared opens up about raising two boys, the chaos of parenting toddlers, and why he refuses to watch Housewives episodes.
• (39:15) - Ashley admits she wasn't prepared for how fast Housewives arguments escalate.

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#949. Can you have a successful career, a strong marriage… and still feel like yourself?

Today, Kaitlyn sits down with Elena Cardone for a conversation that goes way deeper than “having it all.”

From a traumatic moment at 14 that shaped how she showed up in relationships… to leaving everything behind to build a multi-billion dollar empire… Elena shares the mindset shifts that changed the trajectory of her life.

They get into identity, independence, and what it actually means to be in a “support role”—and why she sees it as power, not limitation. Elena also opens up about why she doesn’t bring relationship problems to her friends, the importance of doing your own internal work, and the kind of sacrifice it really takes to build something lasting.

Plus—money. The difference between saving vs storing, how to start thinking like an investor, and what women are getting wrong when it comes to building wealth.

Listen Now!

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See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.