QB Issue Resolution:

“I have to enter “check expense” to transfer from checking account?”

You can use Transfer. This is between two Bank Type of accounts = Balance Sheet. Or, Check Expense, but instead of an Expense account, you assign the “checking Out” to Cash On Hand as Prepaid Debit Card.

Typically, you just use Debit card as (from checking already) “paperless check expense” but you stated “Prepaid” = Carries a running balance. That means you need to be Managing that balance and the activities affecting it.

Resolution for Issue 'How do I transfer funds from checking a/c to a prepaid debit card? What’s the entry? I did “bank deposit” but “Unapplied Cash Bill Pymt Expense” appears on P&L report' available: Yes (Solved).
Source: Intuit Community forum.

How do I transfer funds from checking a/c to a prepaid debit card? What’s the entry? I did “bank deposit” but “Unapplied Cash Bill Pymt Expense” appears on P&L report: this issue or error code is a known issue in Quickbooks Online (QBO) and/or Quickbooks. Support for this issue is available either by self-service or paid support options. Experts are available to resolve your Quickbooks issue to ensure minimal downtime and continue running your business. First try to resolve the issue yourself by looking for a resolution described below. If it is a complex issue or you are unable to solve the issue, you may contact us by clicking here or by using other support options.

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