Hello Jay,
Thank you for posting your question on Microsoft community forum.
I would like to know some information about the issue so that we could help you better.
Do you receive any error message or code when you try to install KB2919355 update?
I would suggest you to try following methods and check if it helps.
Method 1:
Run Windows update troubleshooter. Please use these steps:
a. Press “Windows Logo” + “W” keys from the keyboard.
b. Type “Troubleshooting” in the search bar and press “Enter”.
c. In the “Troubleshooting” window, click on “View All” on the left pane.
d. Click on “Windows Update”.
e. Click on “Advanced” and then click on “Run as Administrator”.
f. Click “Next” and follow the on-screen instructions to complete the troubleshooting process.
If it does not help, then use method 2.
Method 2:
Reset Windows update components and check.
Refer this article:
How do I reset Windows Update components?
http://support.microsoft.com/kb/971058
Note: Serious problems might occur if you modify the registry incorrectly. Therefore, make sure that you follow these steps carefully. For added protection, back up the registry before you modify it. Then, you can restore the registry if a problem occurs. For more information about how to back up and restore the registry, click the following article number to view the article in the Microsoft Knowledge Base:
http://support.microsoft.com/kb/322756
If issue still persists, then use method 3.
Method 3:
If that does not help, run the following DISM command from an elevated command prompt and see if the patch will install after you run the DISM command.
a. Press Windows + X keys and click command prompt(administrator).
b. In the Command Prompt window, type the following commands one by one and press Enter after each command.
DISM.exe /Online /Cleanup-image /Scanhealth
DISM.exe /Online /Cleanup-image /Restorehealth
c. To close command prompt window, type exit and then press Enter.
Note: This tool ideally takes 15 minutes to complete but sometimes it takes longer. Please do not click on Cancel once completed, try to install the update.
I hope this information helps.
Please do let us know if you need any further assistance.
Thank you