Expectations vs. Reality: Embracing the Messy Middle

Life has a way of taking our perfectly crafted plans and tossing them out the window—especially when it comes to summer breaks and back-to-school season. In this episode, Simone and Olivia share their own real-life stories, from the infamous “Poop Cruise” to the everyday chaos of parenting and shifting routines. They explore how to manage expectations, let go of perfection, and focus on the small wins that build confidence.

Whether your summer looked nothing like the Instagram version you imagined, or you’re gearing up for a hectic new school year, this conversation is a reminder that the “messy middle” is where the most meaningful growth happens.

Actionable Takeaways

1. Loosen your grip on perfection – Plans rarely go exactly as expected, and that’s okay.
   
   
2. Celebrate small wins – They build confidence and keep you moving forward.
   
   
3. Plan for flexibility – Always have a “Plan B” (and maybe a Plan C).
   
   
4. Release unnecessary guilt – Stop holding yourself accountable for things outside your control.
   
   
5. Ask specific questions – Go beyond “How was your day?” to spark deeper conversations with your kids.
   
   
6. Expect transition turbulence – Shifting from summer to school requires grace for yourself and others.
   
   
7. Find humor in the chaos – Laughter makes even the worst days more manageable.
   
   

Chapters

00:00 – Summer expectations vs. reality
02:28 – The “Poop Cruise” story
04:38 – Why summers feel different now
07:00 – Planning with contingency in mind
09:23 – Procrastination and celebrating small wins
11:40 – Back-to-school pressure and routines
17:30 – Parenting realities and morning chaos
22:13 – Connecting with kids through specific questions
29:17 – Confidence Tip of the Week

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