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

EPISODE · Aug 21, 2025 · 1H 15M

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

from Almost 30 · host Krista Williams & Lindsey Simcik

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: [email protected]. 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

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: [email protected]. 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

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

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BALDERDAWGS Several John Doe's Old high school friends decide to come back together after 30 years to create a Podcast. Bad idea? Explicit The Truth About You Ali Knight The Truth About You is the podcast that helps you peel back the layers of conditioned thinking and tune into who you really are at soul level.Hosted by Ali Knight, Intuitive Soul Coach and Empowerment Alchemist, this is the podcast for you if you are willing to question everything, release the conditioning that holds you back, and really create the life you came here to love.Expect deep questions and real insights from Ali's lived journey and client work about how it is to be human in this game we call life.Ali is an empowerment coach, truth-seeker, energy healer and changemaker who has spent 30 years working with real humans in the fields of mental health, coaching, energy healing, and spirituality. Find out more at www.aliknightcoaching.com or on instagram @aliknightcoaching Explicit Spectrum Living: A Podcast William Thomas Dorste William Thomas Dorste is an adult male,  evaluated and diagnosed with Autism Spectrum Disorder (ASD) + ADHD at the age of 30 in 2023. He is also a self-published author who currently has 3 books out:The Autistic Journey - A Novelette (published Dec. 29, 2023)Space City - (published Jul. 9, 2024)The Darkest Hour - A Novelette (published March 14, 2025)William's official website: https://www.williamthomasdorste.com/DISCLAIMER: William is NOT a licensed therapist, psychologist or counselor in any way! If you need to seek help, please find a licensed person who can give legal health advise!  Explicit Really Going Through It Aspen King, Zoie Vanden Wymelenberg, Meghan Roehrich Welcome to Really Going Through It. A podcast where 3 best friends that are reallyyyyy going through it sit down each week to recap what the hell is going on in their lives. Aspen, Meghan and Zoie are spilling the good, the bad and the ugly of growing up (eh, hem... turning 30) in today's society. We hope to inspire anyone going *through it* with us to grab an iced coffee, plug in some headphones, go on a hot girl walk, and KEEP GOING THROUGH IT. Life is meant to be lived, no matter how crazy it gets. Explicit

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This episode is 1 hour and 15 minutes long.

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This episode was published on August 21, 2025.

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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,...

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