For my linked Paypal account I am seeing purchases in negative followed right away by a positive amount (in the same exact amount with the title "transfer charge"), how should I be treating both listed items for these instances?

A pleasant day to you, @userstudio.

When you connect your bank and credit card accounts to online banking, QuickBooks Self-Employed automatically downloads your latest transactions. In your case, you can categorize the PayPal transaction as Business and Income. 

Then, categorize the transfer to your bank account as a Transfer. It's because you received the income in PayPal and simply moved that same money.

Here's how:

1. Go to the Transactions menu.
2. Locate the transaction you want to categorize.
3. Swipe left for Business under the TYPE column.
4. Select Transfer under the CATEGORY column.
5. Once done, click Save. 

For more guidance, see this article: Categorize transactions in QuickBooks Self-Employed. For other details about transfer categories, see this article: Categorize money transfers in QuickBooks Self-Employed.

I also suggest consulting with your accountant if you want more tips on how to better record this. If you're not affiliated with one, our Intuit Find-A-ProAdvisor site can help you to find certified professionals in your area.

For your reference, feel free to read through the QuickBooks Self-Employed Schedule C Categories breakdown page. It will tell you more about different expense categories and how they will appear on your Schedule C report.

I'm always here if you have other questions about managing your transactions in QuickBooks. Have a great day ahead!