
Free live events, trainings, and expert sessions, from wherever you are. Let's learn, grow and build together.

The Back to School Blueprint On-Demand Series
with
Sasha Reiss
Co-Founder @ Playground
For Directors
Thursday, June 11th 2026 | 5:30 PM Eastern
How One Director Got Her Time Back with Playground
Christen West has been running Precious Pumpkins Daycare in Maryland for years. She knows what it's like to manage billing, family communication, and licensing compliance without the right tools holding it together.
In this live Q&A, she'll walk through exactly what her program looked like before Playground, why she made the switch, and what's actually different now. No pitch. No slides. Just a real director talking through her experience.
If you're wondering whether Playground is worth the change, this is the conversation to hear first.

Christen West
Owner, Precious Pumpkins Daycare
For Directors
Launching June 1st, 9AM Eastern
Back-To-School: Fill Seats Without Enrollment Chaos
The smoothest back-to-school seasons start with strong enrollment systems built before August chaos begins.
Here’s what you’ll learn:
How to streamline enrollment forms, waitlists, and family onboarding workflows
Ways to reduce incomplete paperwork and last-minute follow-up with families
How to prepare tuition setup and enrollment operations for a smoother fall season

Molly Farber
Product Manager @ Playground
For Directors
Thursday, May 28th | 2PM EDT
AI in Child Care
Many child care directors are hesitant about implementing AI in their business, while others are running full steam ahead and shaving hours off of their weekly tasks.
In this free webinar, we’ll review the results of Playground’s exclusive “AI Use in the Child Care Industry” survey to get a clear picture of how many child care providers are actually implementing AI in their work – and how.
We’ll also discuss and demonstrate ways you can start using AI to streamline your business operations, and best practices to help reduce risks according to the most common AI concerns among child care providers.
Join your peers and find new ways to leverage the latest technologies to your benefit.

Jaclyn DeJohn, CFP®
For Directors
Launching June 15th 9am EDT
Back-To-School: Prepare Your Staff, Schedules & Billing Systems
The centers that feel most prepared in September usually build their staffing and operational systems during the summer.
Here’s what you’ll learn:
How to prepare staffing schedules and ratio coverage before enrollment increases
Ways to improve visibility across staffing, attendance, and classroom operations
How to simplify billing and operational workflows heading into the busiest season of the year

Nadiuska Jourdain
Onboarding Manager @ Playground
For Directors
Launching June 10th 9am EDT
Back-To-School: Get Licensing & Compliance Ready Before Fall
Strong operational systems make compliance, licensing, and family record management far easier during back-to-school season.
Here’s what you’ll learn:
How to organize family records and required documentation before fall enrollment increases
Ways to prepare for licensing reviews and reduce last-minute compliance stress
How to simplify document tracking and operational visibility across your center

Amanda Galluzzo
Growth Manager @ Playground
For Directors
Wednesday, May 20th | 5PM EDT
Live 30-Minute Walkthrough of Playground
If you’re exploring new child care management software, this is the fastest, easiest way to see what Playground can actually do for your program.
Join Ryan, one of Playground’s Senior Account Executives, for a live walkthrough of the platform where he’ll show you how centers use Playground to simplify billing, enrollment, communication, attendance, and day-to-day operations
Attend live and you’ll automatically be entered to win $50 toward your classroom essentials.

Ryan Murdock
Senior Account Executive @ Playground
For Directors
Tuesday, May 19 2026 | 3PM EDT
Meet Playground: The Story Behind Child Care's Purpose-Built Software
Playground was built for child care from day one. In this webinar, our founder walks through why Playground exists, who it's built for, and how it actually runs the operational side of a program: billing, enrollment, family communication, compliance, staff management, and reporting.
You'll leave with:
The story behind Playground
A look at how directors use it day to day, from enrollment through payroll
A live Q&A for you to get your questions answered and discover Playground for your program

Sasha Reiss
Co-Founder @ Playground
For Directors
Friday, May 8 2026 | 1PM EDT
Getting Ready for Summer Camp 2026: Billing, Safety, and Everything in Between
We are giving away 2 $50 gift cards to live webinar attendees. Want bonus entries? Click here
Summer camp changes everything overnight. New schedules, new rosters, new billing structures, new families, new safety considerations. This session walks through how to set up camp the right way from the start, so June isn't spent putting out fires.
You'll leave with:
A summer safety checklist you can actually use (water play, field trips, sunscreen policies, heat protocols)
Operational tips for staffing ratios, late pickups, and camp-specific attendance workflows
Fun camp activity ideas to set your summer up for success

Sasha Reiss
Co-Founder @ Playground
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