Hello there, @mpowl.
As of this time, we don't have an option to auto-assign a sequence of check numbers in QuickBooks Desktop.
I can see how it would be beneficial to you and to your company to auto-assign a sequence of check numbers. However, you can stick to what you usually do in entering a check number when printing the check transactions.
I want to let you know that we're taking note of your feedback and suggestions to improve the experience we're providing.
You can also visit our Blog to learn what new updates are being released, as well as additional references while working with QuickBooks.
Keep me posted if you need more help with Timesheets. I'll be happy to help you out. Have a great rest of your week.
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