Bank Register not matching categorized transactions

I appreciate you coming here with your question about matching transactions, @drizzt395 

Let me give you some insights as to why transactions can't find their match. Here are some: 

• The payees don’t match
• The amounts don't match
• The dates don't match or is not close
• The transaction is older than 6 months.
  Tip: You can still find a match when you select the Find match section
• The bank account on the payment is not the same as the bank where the match is located
• The payment has been reconciled
• The transaction is already matched to something else
• There’s a multi-currency issue with the exchange rates

Also, QuickBooks makes a match if the bank feeds and the transactions that you've manually entered in the register have the same information (ex. check numbers, amounts, dates, and payees).

To ensure the matches are correct, I recommend creating banking rules. For more details, I suggest checking this article's Optional - Create rules to categorize transactions section: Add and Match Bank Feed Transactions. 

I'd like to share this resource with you to help you manage your bank transactions and ensure easy reconciliation:  Categorize and match online bank transactions in QuickBooks Online.

If you have any additional queries on this or QBO, you can always find me here. I'll be here for you. Take care!