I Thought I’d Have It Figured Out By Now episode artwork

EPISODE · Jun 18, 2026 · 1H 10M

I Thought I’d Have It Figured Out By Now

from Shared Diary Podcast

If you’re waiting for the day when everything finally feels "settled" and you have all the answers—this episode is your permission to stop waiting.We grow up believing that by 40, 50, or 60, we’ll eventually reach a "finish line" of certainty. But what happens when the life you imagined at 20 doesn’t match the life you’re living today? In this episode of The Shared Diary, Lori Phillips and Nicole Cowley (with Debbie Prediger) strip away the pressure of the midlife "shoulds" and get honest about the reboots life asks for.For the full transcript, show notes, and resources from today’s episode, visit: https://shareddiarypodcast.com/Inside the conversation:[02:12] The myth of "having it all figured out"[25:11] When life asks for a total reboot vs. a small tweak[39:04] Identifying where the "shoulds" and external pressures come from[53:43] The unexpected gifts of midlife: confidence, boundaries, and community[01:10:05] Closing the entry: Your one-sentence diary promptConnect with the Hosts:Lori Phillips: https://thebeawesomenetwork.comDebbie Prediger: https://debbieprediger.comNicole Cowley: https://www.nextstepwithnicolerenee.comJoin the Tribe: What is one "should" you are officially letting go of today?Empowering You Free GroupBe Extraordinary NetworkThe Be Awesome NetworkNew episodes of The Shared Diary are released every Friday at 2:00 PM Eastern.

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