So did this work? Here's what's going on: in Sierra, Apple will quarantine drag-installer apps depending on a few conditions. We discovered in beta that when we weren't signed properly, Apple would copy SketchUp and launch from /var/folders/... , a random location, which was a solution to a potential dylib attack on Macs. This meant that LayOut lost it's directory location relative to SketchUp, and hence the menu item was disabled. Do you have the 17.1.173 official version of SketchUp? It shouldn't be doing this. The (xattr) Extended Attribute deletion of this quarantine was what I was trying to fix for you, and given silence, I'll assume it's now working.