827. Why Dating Feels Harder Than Ever Today (+ The Mindset Shifts You Need)

827. Why Dating Feels Harder Than Ever Today (+ The Mindset Shifts You Need)

Author: Krista Williams & Lindsey Simcik December 16, 2025 Duration: 1:07:47
In this episode, K+L sit down with relationship expert, bestselling author, and acclaimed pastor Stephen Chandler. From the influence of dating apps + social media to what’s really holding people back from finding a partner, Stephen breaks down the mindset shifts you NEED for true love. Ahead, Stephen reveals empowering strategies for women to attract high-quality partners, how to deal with financial expectations, and why long-lasting love starts with crystal-clear self-awareness. Stephen also shares his own marriage insights + shocking truths about choosing the “one.”  Stephen tackles some of the biggest questions of your dating life: when to have the “serious talks,” whether you can change someone, and the surprising ways childhood patterns affect your adult relationships. If you want to know what’s missing from today’s dating landscape, this one’s for you! We also talk about: Why so many relationships end because of dopamine addiction The truth about finances + work ethic in a partner How to figure out if your personal values (really) align The role of discipline + boundaries around sex before marriage—beyond just religion Why women are out-earning + out-growing the current dating pool How childhood + generational trauma shows up in your love life + commitment fears Setting a clear “dating timeline” so you don’t waste your time Powerful tips for not falling into the trap of rescuing or “fixing” a partner The importance of taking action (not just praying or hoping) to meet your person The difference between net worth + true legacy when building your dream life Resources: Website: https://www.stephenrchandler.com/ Book: Relationship Road Map: Step-By-Step Directions to Finding Your Spouse (Jan. 21, 2025)  Instagram: @stephenrchandler  TikTok: @stephenrchandler_  YouTube: weareunionchurch  Facebook: stephenrchandler  X: pastorstephen_ Order our book, Almost 30: A Definitive Guide To A Life You Love For The Next Decade and Beyond, here: https://bit.ly/Almost30Book.  Sponsors: LMNT | Go to DrinkLMNT.com/ALMOST30 and get a free sample pack with any order. That’s 8 single serving packets FREE with any LMNT order.  Ka’Chava | Go to kachava.com and use code ALMOST30 for 15% off your next order. SKIMS | Shop my favorite bras and underwear at SKIMS.com/almost30. Hero Bread | Hero Bread is offering 10% off your order. Go to hero.co and use code ALMOST30 at checkout. Revolve | Shop at REVOLVE.com/ALMOST30 and use code ALMOST30 for 15% off your first order. #REVOLVEpartner Aura Frames | Visit AuraFrames.com and get $45 off Aura’s best-selling Carver Mat frames by using promo code ALMOST30 at checkout. To advertise on this podcast please email: partnerships@almost30.com. Learn More: https://almost30.com/about https://almost30.com/morningmicrodose https://almost30.com/book Join our community: https://facebook.com/Almost30podcast/groups https://instagram.com/almost30podcast https://tiktok.com/@almost30podcast https://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

Almost 30
Podcast Episodes
863. Rewire Beauty Conditioning + Actually Enjoy The Body You Have [not-audio_url] [/not-audio_url]

Duration: 55:01
In this episode, K+L unpack the body image conditioning many women carry from their twenties into adulthood. From dieting, comparison, and dating insecurities to confidence, pregnancy, and healing, this conversation refr…
862. I’m Pregnant with Baby #2! An Unfiltered Update + Q&A [not-audio_url] [/not-audio_url]

Duration: 40:07
Maybe you guessed it?! Lindsey is pregnant with baby #2! In this episode, she shares her exciting news and gets real about the emotional, physical, and spiritual shifts of pregnancy the second time around—from body image…
860. Identity Shifts, Breakups + Becoming Your Next Self [not-audio_url] [/not-audio_url]

Duration: 1:13:06
What if you could start over—right now? In this K+L solo, Lindsey + Krista explore the truth about identity shifts, the discomfort of being in-between versions of yourself, and why the most painful seasons are often the…
859. Why You Still Feel Stuck in Love (Even After Doing the Work) [not-audio_url] [/not-audio_url]

Duration: 1:56:27
If you’ve done the therapy, read the books, regulated your nervous system…and still feel stuck in the same relationship patterns—this is for you. Thais Gibson, counselor, speaker, and the co-founder of The Persona Develo…
858. Social Media as Shadow Work—What Your Triggers are Revealing [not-audio_url] [/not-audio_url]

Duration: 1:01:30
What if social media isn’t ruining your confidence… but revealing the exact places you’re meant to heal? In this deeply honest solo, Krista breaks down how your Instagram feed is actually a mirror—reflecting your fears,…
857. From Burnout to Desire: Reclaiming Your Body + Sex Life [not-audio_url] [/not-audio_url]

Duration: 1:28:19
In this episode, Krista sits down with world-renowned relationship therapist, media personality, award winning radio host, and New York Times bestselling author Laura Berman to unpack what’s really happening in modern lo…