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Posted by on Feb 13, 2015 in FAQ: Annotate for Word - Mac Edition (pre-2017)

Installing Annotate for Mac fails. Why?

There are a couple of reasons our Mac installer might not run properly – both are related to the security features built into Mac OS.

  1. After running the installer you get a message saying Annotate “can’t be opened because it is from an unidentified developer.”
  2. The installer still fails…with a generic message.

This is easy to fix…let’s start with the second item first.

The Startup / Word folder on your Mac needs to be writeable by the installer – otherwise your new Annotate library and program can’t sit inside of Microsoft Word. There are a number of ways to address this. You may want to read this article from Apple for more color. Here’s the fastest way:

  1. Right-click on the Applications folder in the Finder.
  2. Choose Get Info.
  3. Click the padlock in the bottom right of the resulting popup to allow you to make changes. You will need to be an administrator on the Mac in order to do this.
  4. Change the “Privilege” for “admin” to be “Read & Write.” This should cascade down to the folder where we’ll store Annotate…but if it doesn’t, you’ll need to change the permission on the Startup folder too. Here’s the exact path for most users:
    • Macintosh HD ▸ Applications ▸ Microsoft Office 2011 ▸ Office ▸ Startup

Once we’ve got the permission to write files sorted out, we need to allow your Mac to install applications that come from 3rd party developers. This is a security feature you can turn off to install Annotate, then turn back on after you’ve successfully installed Annotate. Here’s how:

  1. Open the System Preferences. This can be done by either clicking on the System Preferences icon in the Dock or by going to Apple Menu > System Preferences.
  2. Open the Security & Privacy pane by clicking Security & Privacy.
  3. Make sure that the General tab is selected. Click the icon labeled Click the lock to make changes.
  4. Change the “Allow applications downloaded from:” to specify “Anywhere.”

So your settings should look like the following image…

After you’ve changed the above settings, try the Annotate installer again. If all else fails, contact us!