Quote: "If you don't need new features, and things are working, why change anything?"
Translation: "Never change a working system."
Quote: "...I ran the dreaded but most needed "emerge world"..."
Translation: "My system worked but I updated everything"
Quote: "I had nearly no idea of what I was updating..."
Translation: "I didn't bother to check what was going to change"
Quote: "I tried to read the enormous emerge log file..."
Translation: "I didn't bother to read the log file about what had changed"
Quote: "...the machine had to be resuscitated..."
Translation: "I changed it, it doesn't work anymore and I can't be bother to read the documentation"
Basically, he made a bad choice for his environment. Horses for courses.