The business owner's personal account is linked with QBO. He makes frequent transfers from his business account to the personal account to pay himself and cover personal expenses. When i enter the transfer from the business account to the personal account, it gives me the option to "match" in the banking section for the personal account. Should i just be matching the transfers? Or transferring from the business account, then categorizing this as owner's pay in the personal account?
I'm here to share some information to ensure that your transfer transactions are accurately tracked.
It's possible that QuickBooks was able to detect that a similar transaction was initially recorded in the system. You can click on the link of the suggested transaction to verify if it has the same information with the transactions you're recording.
You can record the transaction from your Business Account to Personal Account as Transfer. Once the transaction is recorded in the personal account, you can categorize it as Owner's Equity. You can read through this article for more detailed information: Set up and pay an owner's draw.
Also, I'd recommend consulting with your accountant so that your books are reflecting the owners' payments in a way that works best for you and your business accounting structure.
Lastly, I've added these articles to learn more about managing your bank transactions: