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Thanks for getting back here, @IanBayne.
Moving your QuickBooks Desktop (QBDT) 2006 file to QuickBooks Online (QBO) is my top priority.
Since the file is from an older version of QBDT, you'll have to use the QuickBooks Desktop file restoration tool in upgrading your file to begin the conversion process. You also want to check this article for additional details in importing QBDT file to QBO: Import from QuickBooks Desktop and other software to QuickBooks Online. It also includes information about the list of data that can and cannot be converted.
However, since you're having trouble using the tool, I'd highly suggest getting in touch with our Technical support team to help you in moving the file. Here's how:
I've also added this helpful link to give you insights on what data can be imported in QBO: Common questions about importing data to QuickBooks Online. It also provides detailed steps on how you can perform the import.
If you have any other concerns about moving data from QBDT to QBO, please don't hesitate to leave a comment below. I'll be glad to assist you once more. Have a good one.