When a number is added to itself over and over again, and your child sees and memorizes the counting pattern, he will be closer to understanding what you mean when you start showing him simple multiplication probems and, in later grades, then ask him to memorize the multiplication tables.
The other digits will follow once the fives, tens and twos are mastered.
The hundreds chart is a useful tool to help your child visualize what skipping means. When you visit the individual counting pages, you'll find some worksheets that are based off of the hundreds chart as well as some other worksheets and videos to help you teach this skill.
We hope that you'll find our worksheets and videos useful in teaching this method to your child or student.
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I've put together a list of educational resources that include links to more free work sheets, workbooks, home school curriculums, teacher resources, and learning toys.