Preparing your toddler for preschool can feel like a big leap, especially for families sending their little ones for the first time. At Pillar Cowork and Preschool, we make this transition smooth and positive. As the founder of Pillar Cowork and Preschool, I’m excited to support families as they get ready to send their little ones to preschool for the first time. This transition is a big deal, especially for toddlers under two who’ve mostly been cared for by family so far. Starting preschool can feel like a big leap, but with our play-based, nurturing approach, it can also be an extremely positive experience for both you and your child.
At Pillar, our play-based preschool encourages social, emotional, and physical growth through activities that feel fun and natural to young children. And with the added convenience of our coworking space just steps away, we provide the perfect setup for both you and your child to thrive. Here’s our guide to making this milestone as rewarding as possible.
- Ease Into Preschool with Play-Based Exploration
In a play-based environment, learning happens through hands-on, active engagement. Toddlers naturally learn through play, and our preschool program is designed to build their confidence, communication skills, and independence—all through structured, developmentally appropriate play. When you introduce the concept of preschool, share the exciting idea of a place where they’ll play, explore, and make friends.
Books about preschool and pictures of Pillar’s classrooms can make the experience feel familiar and help them feel eager to participate. Our open houses or “meet the teacher” days also allow families to visit, easing the transition for young children.
- Establish Small Routines That Mirror Preschool’s Play-Based Approach
At Pillar, our daily routines blend play with gentle structure, offering a balanced mix of guided activities and free exploration. To help your toddler adjust, create simple routines at home that mirror our approach. For example, set aside time for free play in the morning, have snacks around the same time, and introduce clean-up as part of play.
These routines build familiarity with how the day flows at Pillar, helping your child settle in and feel at ease.
- Build Independence with Fun, Engaging Activities
Our teachers at Pillar encourage toddlers to explore their surroundings and try new things within a supportive environment. At home, you can encourage simple tasks like putting on their shoes, feeding themselves, and tidying up after playtime. These activities boost independence and mirror the skills they’ll practice in our play-based setting, where everything from washing hands to picking up toys becomes a playful part of learning.
- Use a Consistent, Positive Goodbye Routine
Transitions can bring big emotions for toddlers, so having a goodbye routine that’s short and reassuring is key. With our play-based approach, goodbyes are often easier since your child is excited to jump into their playtime activities. Create a special goodbye ritual like a wave, high-five, or simple phrase, and remind them you’ll be back soon.
And remember, if your child needs a little extra reassurance in those early days, you’re just next door at the coworking space, which can make a big difference for both of you.
- Enjoy the Benefits of Pillar’s Coworking Space
Having Pillar’s coworking space right next to our preschool is a game-changer. You can settle into a productive workday, knowing your child is just a few steps away. For parents, this proximity is a comfort, especially during those first few weeks when everyone is adjusting.
Working alongside other parents in a supportive coworking community, you’ll find shared experiences, helpful tips, and encouragement as you navigate this journey together. It’s a win-win: you get the space to focus on your work while feeling reassured that your little one is thriving in a play-centered, nurturing environment.
- Celebrate Each Milestone
Starting preschool is a big deal, and celebrating small milestones can make it even more special. After their first day, ask them about their favorite parts of playtime or the friends they made. Our teachers at Pillar focus on making each day feel rewarding, so you’ll likely hear fun stories about the activities they enjoyed, whether it was storytime, building blocks, or dancing.
These small celebrations show your child that preschool is a positive experience, and it builds their excitement for each day ahead.
Embracing the Journey with Pillar Cowork and Preschool
A play-based preschool approach provides a wonderful foundation for your child’s early development. At Pillar Cowork and Preschool, we believe that learning should feel as natural and joyful as play. Each day, your child will explore, grow, and develop valuable skills while being guided by caring teachers who understand the needs of young toddlers.
And as a parent, our adjacent coworking space offers you the freedom to stay productive and connected. We’re here to make this transition a supportive and enriching one for both you and your child. Here’s to new beginnings, milestones, and watching your little one thrive at Pillar!