112. School Vacation, Summer Camp, Half Days: Booking Care Coverage Feels Impossible, Amy Kiska is Building Recess to Fix It episode artwork

EPISODE · Jan 23, 2026 · 52 MIN

112. School Vacation, Summer Camp, Half Days: Booking Care Coverage Feels Impossible, Amy Kiska is Building Recess to Fix It

from AND/BOTH Podcast - Real Conversations, Shared Experiences, and the Community You've Been Missing

What do you get when you mix startup experience, mother-of-a-newborn energy, and a deeply broken system for working parents?You get Recess.Amy Kiska is the co-founder and CEO of Recess, a platform parents are calling “the Booking.com of kids’ activities.” In this episode, she joins Ashley to talk about building a tech company while parenting a newborn, the invisible mental load of managing care coverage, and the bold decision to solve a problem most people don't recognize until they’re drowning in it.Amy shares what it took to launch Recess, including fundraising 10 days postpartum, and how she’s designing a business that helps families and providers thrive.This conversation covers:The truth about camp registration (and why it feels like the Hunger Games)How Recess supports both parents and activity providersThe underestimated power of mom-foundersBuilding a company without pretending you’re doing it aloneAnd why some of the best ideas are born in the bath 🛁Connect with Amy:Website: hello-recess.comSocial media @hellorecess on Instagram and TikTokConnect with Ashley:Website: https://www.ashleyblackington.comPodcast website: https://www.andbothpodcast.com/Dovetail® App: https://apps.apple.com/us/app/dovetail-app/id6744341822Instagram: @mydovetail.appLinkedIn: https://www.linkedin.com/in/ashleyblackington/

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112. School Vacation, Summer Camp, Half Days: Booking Care Coverage Feels Impossible, Amy Kiska is Building Recess to Fix It

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