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June 12, 2025 41 mins

Have you ever wanted to strike up a conversation with a stranger—at a coffee shop, in line at the store, or on a first date—but felt totally tongue-tied or worried you’d seem awkward? In Episode 399 of The Charisma Quotient, “Beyond the Swipe: How to Meet People in Real Life with Jena Kingsley” Kimmy sits down with the fearless and funny Jena Kingsley. Jena is a comedian, writer, and the viral sensation behind daring, hilarious social experiments that turn the everyday awkward into unforgettable moments. Featured on CNN, MTV, The Today Show, and with her popular book Darcy Dates: An Unfiltered Dating Diary, Jena brings unmatched insight on how to break out of your shell and connect in real life.

Kimmy and Jena tackle the mental barriers that hold most of us back—fear of rejection, negative self-talk, overanalyzing interactions—and reveal how curiosity and authenticity can turn those fears upside down. You’ll learn why embracing spontaneity and sharing simple observations can spark genuine conversations, plus why it’s better to focus on whether you like them rather than worrying if they like you.

You’ll hear some of Jena’s most memorable stories, like the time a rainstorm in LA led to a flirty chat at a bar, or her viral New York subway pole-dancing prank that proves sometimes you just have to leap…and trust it’ll work out.

 

 You’ll hear:

  • Why “perfect” opening lines actually don’t matter—imperfect, spontaneous comments often lead to the most real connections

  • How practicing small risks, like playful social challenges or “scavenger hunt” dates, can massively boost your social confidence

  • Jena’s favorite mindset hacks for ditching self-censorship and staying present 

  • Stories of awkward elevator moments, viral public pranks, and what they teach about authenticity, humor, and breaking the ice—even with total strangers

Want to finally shed your social anxiety and start connecting for real? Come to Kimmy’s next interactive workshop, Conversation Hacks to help you get from boring conversations to flirty ones.  Register at www.stophatingdating.com

Charisma Quotient Podcast is available on Apple Podcasts, Spotify, and many of your other favorite podcast channels.

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Kimmy Seltzer is a Confidence Therapist and Authentic Dating Strategist implementing targeted style, emotional and social intelligence to your life. ⁣

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Would you like to connect with Kimmy?⁣

Website:  https://kimmyseltzer.com/⁣

Chat:  https://meetme.so/kimbreakthrough⁣

Instagram: @kimmyseltzer

Twitter: @kimmyseltzer

Join her FREE Facebook Group Love Makeover Insiders:  https://www.facebook.com/groups/lovemakeovers

Take her Flirt Quiz to see what kind of flirt you are www.flirtover40.com

 

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