Working independently and effectively with money is a crucial component to independent living. When I started working on math for students receiving special education I was taken aback by the number of high school students who could not work with money effectively, including counting out the total value for a given set of coins.
One of the first situations I encountered involved an upperclassman who, as reported by the parent, was learning to count money by completing handouts at school. This is NOT the way to learn to handle money. Worksheets can be used to target a specific individual skill but to learn to handle money the student has to actually handle real money.
This can take the form of baby steps – learn to crawl before walking. If a student has limited money skills here is one way to get started.

Have the student simply hand money or a card to a clerk (see photo below). This can be done while you are shopping and the student only hands over money and receives the money.

Pick a single item that costs a couple of dollars (and some change). Hand the student an appropriate number of bills (no change yet). Have the student count out the bills for a total and hand it over to the cashier. If necessary, have the student count out the money at a table or empty aisle in the grocery store then take the money over to pay. Then the student receives the coins and hands them back to you.

Same scenario but this time provide the student the bills and count out the pennies needed to pay. Choose an item that costs just a few cents, e.g. $2. 08. The student practices counting out bills and pennies.

Continue this with just dimes then dimes and pennies etc.

At some point you will want to address the concept of change returned by the cashier. To do this have the student pay with a higher bill (5 or 10 dollar bill), receive the change then count out the change at the table. Compare to what is on the receipt (see photo below).
For many of our kiddos this process can take a long time because the simple steps like counting out dollar bills takes practice. For example, students often count out money by laying the bills side by side and this takes time. This is not an effective approach to use while standing at the aisle facing the cashier.
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