Humans in general do not like change, and doing the same thing repeatedly and expecting improved results is one definition for insanity. Given the high-tech domain has a generational span of five to seven years where change is almost inevitable, these forces work against each other where the human resistance to change presses against the forward march of technology. The long-held debate of firewalls versus proxy gateways for inline network security has recently moved into a new generation. An understanding of the historical divides over the years and some more recent post pandemic role changes are putting it all into perspective.