Nicholas reviewed and completed two pages of his math homework assignments aimed to help him understand that the two digits of a two-digit number represent amounts of tens and ones. Although we’ve worked with concrete manipulatives and an abacus, Nicholas is still having trouble understanding that 10 single ones represent one ten bundle. We explored different strategies to maximize his understanding; however Nicholas often requires prompts to focus his attention and is easily distracted, losing interest rather easily. Nicholas was shown a two-digit number with the ones and tens column pointed out. He had trouble, however, understanding what this represented despite the concrete examples provided. We showed two different ways to show the same number and arrived at the number that the models showed, when verbal prompts were provided. He had greater difficulty understanding the reverse of operations showing how to check subtraction using an addition equation. Nicholas finished the homework and solved a few problems in which he was tasked with showing numbers in different ways. We finished the session by counting to 100; however Nicholas required verbal prompts to accurately jump to the next ten once he got to 49 and thereafter. He did, however, show improvement when reminded to focus on the first of the two digits in a two-digit number to figure out what number came next. Nicholas used his fingers to do so and grew visibly excited if he got an answer in the next series of ten correct.