QB Issue Resolution:

Did you print the reports from the 1099 option under Vendors on the menu bar?

If you chose those option to print the report, the 1099 wizard opens up, and there is a button there to print the 1099/1096. Just make sure you have mapped the accounts and have the preprinted forms loaded before printing.

Resolution for Issue 'Printing 1099’s from QB' available: Yes (Solved).
Source: Intuit Community forum.

Printing 1099’s from QB: this issue or error code is a known issue in Quickbooks Online (QBO) and/or Quickbooks. Support for this issue is available either by self-service or paid support options. Experts are available to resolve your Quickbooks issue to ensure minimal downtime and continue running your business. First try to resolve the issue yourself by looking for a resolution described below. If it is a complex issue or you are unable to solve the issue, you may contact us by clicking here or by using other support options.

Support for 1099s
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Error Recovery for 1099s [Canada]
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