Using older versions of Outlook for Mac for personal email and calendar
Jim I understand where you are going with this, firstly if you read the forum you'll see it wasn't a Mac OS update that broke Outlook. This was an update that Microsoft pushed to a client of mine, in good faith he allowed Microsoft to install an Office update that they were recommending for his system...which he has done for the past 9yrs of using various Macs. This time it cost him more than he afford to give, it's like Microsoft just shot him in the head.
But like you say...he should have first put his bulletproof vest on that fateful morning before turning his MacBook on, it's all his fault.