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When a pending transaction is no longer pending, it will either be listed as a regular transaction (if the transaction clears) or will disappear if the pending transaction is removed but no charge occurs. If the transaction clears for a different amount than the pending transaction, the pending transaction will still disappear in favor of the cleared transaction.

Can a pending transaction match with a manually entered transaction?

Yes, a pending transaction can match with a manually entered transaction, and will continue to match once the transaction clears and is listed as a regular transaction.