What I Wish I Had Done Differently Before Sending My Son to Kindergarten

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When your child’s teacher reaches out and asks if you can chat, it’s usually not for good news. Occasionally, you might hear, “Your child is a prodigy, and we’re planning a TED Talk,” but more often, it’s a call that leaves you anxious.

That was the case for me. Sitting in my office, surrounded by stacks of papers, I received the dreaded call from my son’s kindergarten teacher. She gently informed me of what I already suspected: he was struggling. He was having difficulties recognizing letters and distinguishing consonant sounds. Frustration was becoming his constant companion.

I had been aware that his transition to school was rocky. His initial months were filled with reluctance to attend class, outbursts toward his sister, and frustration with the babysitter. He even started to voice negative thoughts about himself. Each incident deepened my worry—had we pushed him into kindergarten too soon?

With a November birthday, my son barely met the December 1 cutoff for school enrollment. He was the youngest in his class, having just turned four when he started kindergarten. While his classmates were celebrating their sixth birthdays, he was still weeks away from five. Just months prior, he had been in a preschool setting, playing with blocks. Now, he was expected to sound out letters and write them down. It was no surprise he was lagging behind.

We had toyed with the idea of redshirting him, allowing him to mature socially and academically before starting kindergarten. Our list of pros and cons was heavily weighted towards sending him to school. His preschool teacher assured us he was ready, and we feared he would become bored if he stayed back another year, especially as his friends advanced. Plus, with two incomes, the cost of another year in preschool was a concern. It seemed like the best path forward.

But I underestimated the significance of that one con—his age. I had assumed I considered everything, but I didn’t truly grasp what it meant for him to be younger than his peers. My daughter’s April birthday put her right in the middle of her class, so I couldn’t appreciate how those extra months would impact him.

Watching my kindergartner struggle was heartbreaking. Seeing him come home defeated, his enthusiasm for learning dwindling, and his self-esteem plummeting was painful. Hearing him criticize himself for not being able to do tasks that were perhaps too advanced for a four-year-old was gut-wrenching. Maybe he was better off playing with trucks.

During that phone call, the teacher outlined a plan: my son would receive in-class support and occupational therapy to help with his pencil grip. She promised to follow up at our next parent-teacher conference to assess his progress. I felt a wave of relief wash over me; it didn’t seem so daunting. I was grateful for her proactive approach and tried to remain optimistic.

To my surprise, things improved. After our meeting, I noticed a shift in my son’s attitude. He returned home eager to share what he had learned, sounding out words and identifying letters. His budding math skills made me think he might one day handle our taxes. Homework is still a battle, but I can see he is making strides.

Did we make the right choice? It’s difficult to determine as we wait to see if he continues to catch up or falls further behind. I can’t shake the feeling that we may have robbed him of a carefree childhood. The guilt of exposing him to stress and self-doubt at such a young age lingers. Was all of this necessary?

I’ll never know the alternative: the potential boredom he could have faced in preschool while his friends thrived in kindergarten. But children are remarkably resilient. He’s once again our cheerful, silly little boy, who now knows when I’ve shortchanged his allowance. He’s starting to mature, acting more like the older kids in his class.

And maybe that realization is the real loss.

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Summary:

In hindsight, the decision to send my son to kindergarten at a young age brought unforeseen challenges. I grappled with feelings of guilt and worry as he struggled to adapt. While he faced difficulties, he has shown remarkable progress and resilience. Ultimately, every child’s path is unique, and it’s essential to weigh all aspects before making significant decisions regarding their education.