QB Issue Resolution:

I suggest to perform the reboot.bat. Click on the hyperlink (run Reboot.bat) to open the instructions on how to perform the steps.

Resolution for Issue 'I have updated to the Pro 2015. Why does it ask me to reinstall/repair each time I open it from the desktop?' available: Yes (Solved).
Source: Intuit Community forum.

I have updated to the Pro 2015. Why does it ask me to reinstall/repair each time I open it from the desktop?: 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 Desktop
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