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Buy nowI completely understand your frustration with the inconsistent behavior of the suggested transactions pop-up, @TM Donahue. The Suggestions Transactions option won't appear if the system is unable to detect suggested transactions for that specific customer in the invoice you created.
Since you have already ensured that the transactions is marked as Billable, I recommend contacting our Live Support team again for further assistance. Before reaching out, inform them of what steps you've already performed, trying to have the suggested option appear. Here's how to reach them:
You can also check our support hours to learn our support availability time: Get help with QuickBooks products and services.
It's completely normal to have follow-up questions. We're here to help you get this right, so don't hesitate to ask here in the Community forum.