Engagement entails much more than rote repetition of a procedure. Math worksheets tend to present very similar problem types over and over, leading to mundane practice of disassociated skills. For students who understand the material and successfully complete an assignment, another worksheet becomes meaningless. On the other hand, for the students who don't understand the material, an alternative method of instruction is what's needed. Another worksheet simply adds to the student's frustration, or worse, contributes to a belief that "I'll never understand math." A cute image or a "fill_in_the_blanks" riddle does nothing to increase engagement or learning (and let's face it, those riddles are not funny!). Instead, teachers need to increase engagement by providing students with exercises in which they discover patterns and relationships, solve problems, or think creatively about math relationships.
Step 2: Work on the Skill _ Once he has met the skill, it is time for him to take baby steps on his and work on it. I will usually print off 5 sets of math worksheets on a topic. There are many great places to find these available. On the first worksheet, I let him work completely independently with no outside help at all. If he gets stuck, he gets stuck. We then go over everything together. I bought a piece of white board and eraser able marker; I show him how I would do the problem on this board. It makes it easy for him to see. How we do the second and third sheet depends on his success of the first page. If he did well, I let him work on those by himself. If he struggled, he will do all problems on the white board. The fourth sheet he does totally independently. We review that sheet and save the last math worksheet to be done a day after we complete this process, as a review.