No, you can not overdraft a Cash App card. Because it is a prepaid card, you need to have the funds in your account to withdraw and spend money. But there are ways which make your Cash App balance negative and cause you to incur fees. However, you can fund your Cash App card by linking a bank account to avoid Cash App overdraft issues. Your Cash App account becomes negative when sellers or dealers charge you for purchases you made in the past. That is also possible only when your Cash App balance is insufficient to cover the charges. However, Cash App does not charge.