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Hello @field1234field,

Let's make sure you've used the latest release for QuickBooks and your payroll tax table so you can prepare your 1099 form and print it with correct date format. Let me show you how.

1. Go to Help.
2. Select Update QuickBooks Desktop.
3. Under Overview, select Update Now.
4. Click Get Updates.

In addition, here's an article you can read to learn more about how you can update and install the latest release: Update QuickBooks Desktop to the latest release.

Once done, here's how you can update your payroll tax table so your taxes are calculated accurately.

1. Go to Employees.
2. Select Get Payroll Updates.
3. Click Update.

To add, I've got you this helpful article for ideas about updating your payroll tax table: Get the latest payroll tax table update.

After installing the updates, let's go ahead and prepare your 1099 forms in QuickBooks Desktop.

1. Go to Edit.
2. Select Preferences.
3. Click Tax: 1099.
4. Select Company Preferences.
5. On the Do you file 1099-MISC forms section, select Yes.
6. Under If you want to map your accounts to boxes on Form 1099, select click here.
7. Review and map your accounts accordingly.
8. Click Save & Close.

On that same page, here's an article you can read to learn more about generating your form: Create and print your 1099 after filing them in QuickBooks Desktop.

I've got you covered if you have any other questions, please let me know by leaving them n the comments below. Take care!