QB Issue Resolution:
It would be best to check if your Preference is set to “Automatically remember account or transaction information”. You may do that by going to Edit menu> Preferences> General> My Preferences> Automatically Recall Information.
This setting allows QB to recall the setting that was used on a previous transaction.
Resolution for Issue 'Email later check mark disappears.' available: Yes (Solved).
Source: Intuit Community forum.
Email later check mark disappears.: 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 disappears
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Error Recovery for disappears [Canada]
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