Are you tired of feeling stuck in your 20s? Do you feel like you're not living up to your potential? In this episode, Madison, Ava and Elle sit down with founders, authors, and co-hosts of the popular “Almost 30” podcast Krista Williams and Lindsey Simcik about how to heal and overcome the struggles of your 20s before turning 30. From letting go of past traumas to building healthy habits and relationships, we'll dive into the most important lessons you need to learn to set yourself up for success in the next decade of your life (and beyond). Whether you're struggling with anxiety, depression, or just feeling lost, this video is for you.

In This Episode:

00:00 – Intro: Your 20s Will Break and Build You

02:17 – Everyone Says Your 20s Are the Best Years

03:30 – Breaking Down in Your 20s — It Gets Better

12:50 – The Start of Parts Work in Your 20s

14:07 – Finding Your Authentic Self Through Inner Work

17:15 – Two Paths Tug at You in Your 20s

20:18 – Creating a Career Portfolio in Your 20s

21:40 – I Didn’t Want Purpose, I Wanted Status

26:00 – When Sh*t Hit the Fan in Your 20s

28:30 – From Chaos to Clarity: Visualizing the 20s

29:50 – Being Single in Your 20s: Fear and Anxiety

32:10 – "He Needs to Be a Billionaire" and Dating Standards

35:30 – What Can a Man Add to My Life?

36:15 – Defining Your Core Values

37:00 – Using Friendships as a Model for Love

39:00 – Sisters, Marriage, and Twin Dynamics

46:30 – I Stopped Drinking in My 20s

50:14 – What We Learned from the Book

52:25 – You’re Not Lost, You’re Becoming

Order Krista and Lindsey’s book Almost 30: A Definitive Guide to a Life You Love for the Next Decade and Beyond NOW: https://static.macmillan.com/static/smp/almost-30-9781250327208/

Follow Almost 30 on Instagram/YouTube/TikTok: @almost30podcast

Follow Madison, Ava, and Elle:

Instagram & TikTok @20somethingplaybook

YouTube https://www.youtube.com/@20SomethingPlaybook

Listen to “The 20 Something Playbook”:

Spotify https://open.spotify.com/show/1bAA0eOHthyeqJyIyWlcD3?si=Uiv2K4tmRKGHbD6Pns6KeQ

Apple Podcasts https://podcasts.apple.com/ca/podcast/the-20-something-playbook/id1801522743

Thank you West Gate New York Grand Central for hosting us. BOOK YOUR STAY HERE: https://be.synxis.com/?adult=1&arrive=2025-06-07&chain=19007&child=0&clickref=1011lBkz4fuk&depart=2025-06-08&level=chain&locale=en-US&promo=PRTZ&rooms=1&utm_campaign=partnerize_wgr&utm_medium=referral&utm_source=partnerize

Music from #Uppbeat (free for Creators!):

https://uppbeat.io/t/doug-organ/theme-from-a-lift

License code: BPZMSBJOKUAS89NB

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