For the last two decades, I've worked closely with infants, toddlers, preschoolers and their parents—listening, guiding and supporting families and their young children. I've connected with so many parents through my social media account, texts, calls, and leading moms' groups. When we have open, honest and vulnerable conversations—no matter who you are as a parent—that's how we connect, learn and grow.
We also discover so much about ourselves and how that plays into our parenting. That's why I created We Didn't Turn Out Ok—a podcast where you'll hear real conversations about challenges we face in parenting, hear how we uncover the roadblocks, often from our own stuff, and listen to how we work through what's often keeping us stuck. There will be professionals in the field, noteworthy guests and everyone in between.
Using my own parenting journey and approach—combined with research-backed best practices—I am determined to help us all move forward from our areas of where we "didn't turn out ok." Every guest will be sharing openly and honestly knowing that it will help them grow as a parent but will also help all of you listening.
Welcome to We Didn't Turn Out Ok.
All content for We Didn't Turn Out OK with Jennie Monness is the property of Jennie Monness and is served directly from their servers
with no modification, redirects, or rehosting. The podcast is not affiliated with or endorsed by Podjoint in any way.
For the last two decades, I've worked closely with infants, toddlers, preschoolers and their parents—listening, guiding and supporting families and their young children. I've connected with so many parents through my social media account, texts, calls, and leading moms' groups. When we have open, honest and vulnerable conversations—no matter who you are as a parent—that's how we connect, learn and grow.
We also discover so much about ourselves and how that plays into our parenting. That's why I created We Didn't Turn Out Ok—a podcast where you'll hear real conversations about challenges we face in parenting, hear how we uncover the roadblocks, often from our own stuff, and listen to how we work through what's often keeping us stuck. There will be professionals in the field, noteworthy guests and everyone in between.
Using my own parenting journey and approach—combined with research-backed best practices—I am determined to help us all move forward from our areas of where we "didn't turn out ok." Every guest will be sharing openly and honestly knowing that it will help them grow as a parent but will also help all of you listening.
Welcome to We Didn't Turn Out Ok.
Episode 36: Business and Life Partners Olivia Landau and Kyle Simon on Delegating at Home and Work
We Didn't Turn Out OK with Jennie Monness
41 minutes
1 month ago
Episode 36: Business and Life Partners Olivia Landau and Kyle Simon on Delegating at Home and Work
What happens when you build a business with your spouse before you even start dating? For Olivia Landau and Kyle Simon, co-founders of The Clear Cut, that was the foundation of their love story, their multi-million-dollar company—and now, their parenting journey.
In this episode, Olivia and Kyle open up about:
How Kyle believed in Olivia’s idea before she did, pushing her to grow a blog hobby into a thriving business. How even her parents doubted her early on - and how that early lack of belief shaped her journey as a founder.
Why they wish they had given themselves more time to adjust to parenthood instead of jumping back into work too quickly.
The surprising freedom they’ve found in releasing control—delegating at home and in business—and why it doesn’t make them any less of entrepreneurs.
The ways their “not okay-ness” shows up—Olivia as a recovering perfectionist, Kyle as someone working on being more present—and how they’re navigating those patterns as new parents.
It’s an honest, funny, and relatable look at the intersection of marriage, entrepreneurship, and parenthood—proving that success isn’t about doing it all yourself, but about learning when to lean on each other and your village.
Learn more about your ad choices. Visit podcastchoices.com/adchoices
We Didn't Turn Out OK with Jennie Monness
For the last two decades, I've worked closely with infants, toddlers, preschoolers and their parents—listening, guiding and supporting families and their young children. I've connected with so many parents through my social media account, texts, calls, and leading moms' groups. When we have open, honest and vulnerable conversations—no matter who you are as a parent—that's how we connect, learn and grow.
We also discover so much about ourselves and how that plays into our parenting. That's why I created We Didn't Turn Out Ok—a podcast where you'll hear real conversations about challenges we face in parenting, hear how we uncover the roadblocks, often from our own stuff, and listen to how we work through what's often keeping us stuck. There will be professionals in the field, noteworthy guests and everyone in between.
Using my own parenting journey and approach—combined with research-backed best practices—I am determined to help us all move forward from our areas of where we "didn't turn out ok." Every guest will be sharing openly and honestly knowing that it will help them grow as a parent but will also help all of you listening.
Welcome to We Didn't Turn Out Ok.
