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.
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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.
Today’s conversation with Jenny Fleiss is one that stayed with me long after we stopped recording. You may know Jenny as the co-founder behind major ventures like Rent the Runway and Jetblack, or recently from Roll Rider, the kids’ luggage company she dreamed up with her children. She’s also been recognized with awards such as Inc.’s 30 Under 30, Fortune’s 40 Under 40, and Most Powerful Women Entrepreneurs — but what we explore in this episode is the part of her story that accolades don’t capture.
We dive into the inner work of adulthood and parenting: the moments when we realize we’re not validating what matters to our kids, even though we’ve spent our whole lives wishing others would validate what matters to us. We talk about how this work doesn’t necessarily get easier, but it becomes clearer… and how awareness is often the biggest shift of all.
Jenny shares why she doesn’t believe in the word balance — and why blend is the more honest, compassionate way to approach working motherhood. We talk about what happens when we include our kids in the worlds we’re building, how it softens us, surprises us, and reveals the parts of ourselves still in need of slowing down, rewiring, or healing.
It’s a warm, honest, deeply human conversation about ambition, presence, stress, creativity, and raising kids while still raising ourselves.
Discount for listeners:
Get 20% off Jenny’s kids’ luggage scooter company Roll Rider with code RollOK.
This one is just SO GOOD.
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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.
