Auto-Start Application Pinning: Quick Guide for Windows Taskbar

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Microsoft strongly recommends against automatically showing tiles in the Start Menu from Windows as part of the installation. It should always be the user’s choice. For this specific reason creating tiles for your application doesn’t automatically make them visible in the Start Menu. Advanced Installer enforces asking the installing user for confirmation through the PINTOSTART property.

After enabling Show on Start option for your application in the Tiles Page , you also need to set the PINTOSTART property to IDYES as follows:

From the Dialog Editor page if you have Enterprise or Architect license edition
By using a Message Box custom action if you have Professional

The behavior will be:

PINTOSTART not set	All tiles defined in the Tiles Page will be visible only when users manually pin an application (EXE) or application’s shortcut to the Start Menu (context menu -> Pin to Start), after the installation.
PINTOSTART = IDYES	Same as above + tiles with “Show in Start” option enabled will be immediately visible after installation.

Video tutorial

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Auto-Start Application Pinning: Quick Guide for Windows Taskbar