790. The Dating Advice No One’s Actually Giving You with Case Kenny

790. The Dating Advice No One’s Actually Giving You with Case Kenny

Author: Krista Williams & Lindsey Simcik August 21, 2025 Duration: 1:15:52
Almost 30
HealthHealth & FitnessAlternativeEducationFitnessSelf Improvement
In this episode, Lindsey sits down with bestselling author Case Kenny for a raw convo about breaking dating patterns, redefining independence, and manifesting love that meets you on your level. You’ll rethink everything you know about dating, partnership, and self-worth with this one! Ahead, Case gets real about the messy magic of modern relationships + the lessons hidden in those “failed” loves that move us forward. Case urges that those chaotic, cringey, or lonely moments are shaping you into the woman you’re meant to become. (Yes, we get spiritual about it.) Whether you’re a self-help junkie, serial dater, or in a forever mood with your partner, this episode will have you journaling, laughing, and maybe re-downloading that app. If you’re ready to release the pressure and fall in love, tune in and get Case’s new book, The Opposite of Settling, out now! We also talk about: How to upgrade your emotional vocabulary The difference between expectations + standards Flipping the script on anxious + avoidant attachment Practical tips for calling in conscious, aligned love   The power of “chaos” + doing the opposite of what’s expected   Playfulness + humor as spiritual practices in partnership   How to know if your relationship is amplifying your true self  Letting go of timelines + trusting the universe’s bigger plan What “building a life you love” actually looks like Resources: Order Case’s new book, The Opposite of Settling, out now   Instagram: @case.kenny Website: https://www.casekenny.com/  Get our book, Almost 30: A Definitive Guide To A Life You Love For The Next Decade and Beyond, here: http://bit.ly/Almost30Book.  Sponsors: Puori | Visit Puori.com/ALMOST30 and use our promo code ALMOST30 for 20% off.  Chime | Open your account in 2 minutes at chime.com/almost30. IQ Bar | Get 20% off all IQBAR products, plus get FREE shipping. Just text ALMOST to 64000 to get your discount. To advertise on this podcast please email: partnerships@almost30.com. Learn More: almost30.com/about almost30.com/morningmicrodose almost30.com/book Join our community: facebook.com/Almost30podcast/groups instagram.com/almost30podcast tiktok.com/@almost30podcast youtube.com/Almost30Podcast Podcast disclaimer can be found by visiting: almost30.com/disclaimer.  Almost 30 is edited by Garett Symes and Isabella Vaccaro. Learn more about your ad choices. Visit megaphone.fm/adchoices

Hosted by best friends Krista Williams and Lindsey Simcik, Almost 30 feels like a series of candid, late-night talks with people who genuinely get it. This podcast centers on the messy, transformative journey of navigating your late twenties and beyond, blending heart-centered conversations between the hosts with raw and impactful interviews. Their discussions naturally span modern spirituality, practical health and wellness, fitness, self-improvement, and the complexities of dating and relationships. What you’ll hear isn’t prescriptive advice but rather shared exploration-hilarious, vulnerable, and often surprising. The aim is to create a supportive audio space that challenges listeners to expand their view of what’s possible for their lives. Tuning into this podcast means joining a conversation that fuels a more conscious evolution, offering both laughter and tangible insights for personal growth. Krista and Lindsey build each episode with the intention to empower, making the often-isolating topics of alternative health and personal development feel accessible and deeply relatable.
Author: Language: English Episodes: 100

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Almost 30
Podcast Episodes
814. THIS Is Why You Struggle With Your Body [not-audio_url] [/not-audio_url]

Duration: 37:19
In this episode, Krista reveals why so many women struggle with body image, self-worth, and generational patterns around food—plus how to finally break free. If you’ve ever felt at war with your body or wondered how your…
812. Stop Shrinking, Start Speaking Up, and Level Up Your Life [not-audio_url] [/not-audio_url]

Duration: 37:56
In this unfiltered advice episode, K+L tackle your most relatable life dilemmas—from modern dating confusion to sticky workplace dynamics. If you’ve ever wondered how to ask “what are we?”, say no to yet another bachelor…

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