What to Do When Drop-Off Feels Hard
August 26, 2025

If you’re nervous about drop-off or anxious about creating a smooth transition, I highly recommend Dr. Becky’s advice for a mindset check and for helpful phrases: 


If my kids struggle at drop-off, do I linger, or do I sneak out? Neither, those are two extremes. There’s a whole world between lingering and sneaking out. See when you linger, you end up saying to your child that you are anxious about their … What’s in the middle? Validate how they’re feeling. Drop-off feels tricky today? I get it ”Let your kid know you believe in them. I know your gonna’ end up having a good day at school and then leave…


Dr. Becky offers a powerful yet simple approach to handling tough goodbyes in a way that honors your child’s emotions and communicates your belief in their ability to handle hard things.


Rather than rushing through the discomfort or trying to "fix" their feelings, this approach invites you to feel confident in your own actions— even if your child is falling apart.


For Dr. Becky’s entire reel, 👉 Watch it here


Why This Works


When you acknowledge their feelings without fear, you send a powerful message:


“It’s okay to feel this way. I see you. And I believe you can do this.”


That combination — emotional validation plus belief in their resilience — is what helps children build true security and confidence from the inside out.


Final Thoughts

Drop-off doesn’t need to be perfect to be meaningful. There may still be tears—theirs and yours—and that’s okay. What matters most is how you show up in those moments: with confidence, with love, and with trust in your child’s ability to navigate tough feelings.


Let this video be your guide the next time you're facing a difficult goodbye. You’ve got this — and so does your child.

A woman smiles with two children in a Montessori school. The sign reads,
By Rebecca Lingo November 24, 2025
To all the grandparents and grandfriends in our lives, with deepest gratitude: Thank you for being our family’s anchor, for your steady love, your wisdom, and for helping not just our children and adolescents, but us as parents and teachers feel supported. You are more than relatives; you are part of our community’s village. You are living bridges between today’s children and the deeper wisdom of experience. You are the unconditional love we need as grandchildren and are the support that we need as parents. Thank you. We see you holding a steady hand through the messy, emotional, and unpredictable work of raising children and adolescents. When one cries, whines, rebels, or acts out, thank you for not leaping to worst-case conclusions. You have seen the cycles, weathered the storms, and understand how often childhood’s turbulence is normal and simply requires time. Your calm confidence reminds us to trust the process. We are grateful. You embody calm truths. You offer a presence that affirms even when the young ones puzzle us or the adolescents forget “important” things. Having played this game before, you offer a comforting confidence in each child, adolescent, and young adult. You believe in us and our dreams. You know that children grow, heal, learn—and that today’s discomforts often resolve into tomorrow’s strength. Thank you for the meals you cook, the stories you tell, the adventures you lead, the rides you offer, the educational choices you support, the tears you soothe, the self-doubts you ease, and perhaps most of all, the patient witnessing of childhood, adolescence, and young adulthood unfolding. You show us, grandchildren, caregivers, parents, and teachers alike, that we are not alone. Thank you for being keepers of continuity and reminding us that a struggle today is full of promise, young humans becoming who they are meant to be. Because of you, we are reassured that someone believes deeply in who we will each become. You accept us in our imperfections as we grow, and you show us how to live with grace. We are so grateful for all of you, our neighbors, chosen relatives, and family by bond and by love. Thank you, grandparents and grand friends. Your perspective is a gift beyond measure. During our annual Grandparents’ and Grandfriends’ Day on Tuesday, November 25, at Wheaton Montessori School, we honor the grandparents and grandfriends who have touched our lives with their love, wisdom, and stories. This special day celebrates the generations who inspire, guide, and shape our children with their experiences and care. 
Children in a classroom setting, socializing and working, banner reads “Social Growth with Empathy and Resilience.”
By Rebecca Lingo November 17, 2025
Help your child navigate friendships and social challenges with Montessori’s compassionate approach to empathy, problem-solving, and confidence.