It seems like your issue with YNAB importing confusing transactions, especially credit card payments without payees and duplicate transfers, might be related to how YNAB handles transaction matching and imports. Based on the provided documents: 1. Matching Transactions: YNAB allows you to manually match transactions if they aren't automatically matched. You can select two transactions and match them manually. However, two imported transactions or two user-entered transactions cannot be matched, as YNAB assumes they are distinct. 2. Double Imports: If you see duplicate transactions, it could be due to double imports. YNAB does not allow matching of two imported transactions to prevent issues with balances and reconciliation. 3. Tidying Up: If you encounter duplicates or mismatched transactions, the recommended approach is to delete one of the duplicates, clean up the category on the remaining transaction, and move on. 4. Credit Card Payments: When dealing with credit card payments, YNAB automatically creates a Credit Card Payment category. If a transaction is imported without a payee, you can manually add the payee to ensure clarity. However, if you notice duplicate transfers, it’s important to reconcile and ensure the transactions align with your bank records. For your specific case, it might help to: • Reconcile your accounts regularly to catch and fix mismatches. • Use the manual match feature to align transactions correctly. • Delete duplicate transactions and ensure the remaining ones are categorized properly. If the issue persists, reaching out to YNAB support might provide additional guidance tailored to your situation.