This post is so lovely. I can feel your mother's heart. There is deep wisdom in your words, "I also recognize that only time can fix this issue, because in every human the choice to be honest is a personal one. While we can encourage honesty through a multitude of parental tools, we can't make that choice for them." In light of your words, I wonder if you have found the heart of the dilemma. You ask whether you should honor Santa's rules for your child being naughty. But maybe these are two separate issues. Your family values honesty. Being dishonest is a violation of your family rules. But, does Santa value honesty? Does Santa believe that dishonest people are on the naughty list? Instead, could Santa still gift as per usual, but maybe this year also give the gift of a family activity where you discuss why honesty is important? Or a book about honesty in Child 5's stocking? I love Teaching Tolerance Magazine and they post many resources online as well. What's Fair? could be printed out and put in a stocking for the family to talk about together. And Positive Psychology offers these resources that could be a fun Christmas Day bonding activity around a fire with a cup of coco. Maybe if Santa shows support for your family values by gifting a way to talk about them, Child 5 may find more value there too. Sending good momma vibes 🌱