This is not the impression we want you to have when using QuickBooks, Kelly Wilson.

In QuickBooks Desktop, you can log into your company file without entering a username and password every time. Let's make sure you're using the same Windows user account, to keep you logged in once every few days without re-entering your login credentials.

Here's how:

1. Click Edit on the top menu.
2. Choose Preferences.
3. Tick General and select Company Preferences.
4. Go to Manage Login Settings section.
5. Tap the Keep user logged in for drop-down and choose 1 Day to 90 Days. 
6. Press OK.

For more details about this one, check out this article: Stay logged in to QuickBooks company file (sign in without entering your password). 

If you are processing credit card transactions, QuickBooks Desktop connects securely to our systems. However, you have the option to connect it automatically without asking for a password or always ask for a password before connecting.

Here's you can change the connection setting:

1. Go to the Edit menu.
2. Select Preferences.
3. In the Preferences window, choose Service Connection in the left menu.
4. Tap the Company Preferences tab.
5. Choose the connection option you want: Automatically connect without asking for a password or Always ask for a password before connecting.
6. Press OK to save the change.

Visit our QuickBooks Desktop Help Articles page for more insights about managing your business.

Feel free to go back to this thread if you need anything else with accessing QuickBooks. I'll be here to ensure your success. Take care always. 

I am getting this issue with the windows app. I have "Stay signed in" checked but it doesn't matter... I still have to sign in EVERY TIME. Why?

Hello @Bant Bitterwood,

One instance I can think of which can be the reason why you're still asked to enter your login credentials even after checking the Stay signed in selection is the page resources stored on your desktop app.

Let's clear them so you can keep your login credentials stay signed in every time you need to work with QuickBooks Online in your desktop app. Let me show you how.

1. Open the QuickBooks Online desktop app.
2. Select Help.
3. Click Reset App Data.

Additionally, I've also included this reference to learn more about what you can get most out of the app while using it: QuickBooks App for Windows and Mac: General Support.

You may notice the region of the included reference is for the US but all of its content applies to the current app version you're using.

If you have any other questions, please let me know in the comments below. I'll be here to lend a hand.