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ZackE
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Thanks for getting back with the Community, Deacon1. I appreciate you performing Angelyn_T's recommended troubleshooting steps.
 

Since you've confirmed you have your QuickBooks Security Certificate installed, Web Connector up-to-date, and that the third-party digital signature you're working with is valid, but are still unable to generate letters, I'd recommend using your Verify Data utility. This identifies known issues within company files and informs users if their Rebuild Data tool needs to be utilized afterwards.
 

Here's how it's used:

 

  1. Click Window, then Close All.
  2. In your top menu bar, go to File.
  3. Choose Utilities.
  4. Select Verify Data.

 

In the event its results show a "Your data has lost integrity," message, this indicates there's damage in your file. You can use the Rebuild Data utility to fix it. For specific errors, there may already be a resource for them on our support site.
 

If it displays a "QuickBooks detected no problems with your data," notification, or you've searched our help articles and didn't find any existing resources about the specific error it displayed, you can move on to troubleshooting with our QuickBooks Tool Hub.
 

Here's how:

 

  1. Close QuickBooks and download a copy of the utility's most recent version, then run it.
  2. Follow along with your on-screen steps to complete installation and agree with our terms and conditions.
  3. Once it's installed, double-click its icon to open the tool hub. If you can't find your app, perform a search in Windows for "QuickBooks Tool Hub" and select the program.
  4. Access your Company File Issues tab and use the Quick Fix my file and QuickBooks File Doctor tools to troubleshoot your company file. In the event you need additional assistance, choose File Dr Help.

 

If you're still unable to generate letters, you'll want to get in touch with our Customer Care team. They'll be able to pull up your account in a secure environment, conduct further research with you, and create an investigation ticket if necessary.
 

I'll be here to help if there's any questions. Have a lovely day!

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