In this episode, Kate sits down with Erin Halper, founder of The Upside to talk about the winding, messy, beautiful road from corporate career to building a business on her own terms. And spoiler: it started in a hospital.

Erin gets real about what it actually takes to juggle motherhood and entrepreneurship – from the NICU to navigating COVID without childcare to hosting seven au pairs (yes, seven). She and Kate dig into why we were never meant to do this alone, what it looks like to be truly intentional instead of just surviving, and why dropping the ball is sometimes the smartest move you can make.

They also get into:

• Why partner support is non-negotiable before you take the leap
• The au pair program Erin ran like a business (and why it changed everything)
• Meal kits, boring dinners, and giving yourself permission to just feed the family
• COVID PTSD and the sabbatical we all desperately need
• Kate's 20-day solo hike and the guilt spiral that almost stopped her
• Glass balls vs. rubber balls and how to tell the difference
• Raising kids who won't drown when it's their turn
• Why perfectionism is a disease and homemade Goldfish crackers are a lie

This one is full of honest, hilarious, and genuinely useful conversation for any mom trying to figure out how to hold it all together or at least look like she is.

Connect with Erin:

• LinkedIn: Erin Halper
• Website: betheupside.com

Connect with Kate Christy:

• Website
• Instagram