[OliverSmith]

exactly... inflexibility to change an old process because of 1% or less of the use cases could be justified or not. If a new process makes 99% of things take 10% of the time and 1% of things take 1000% of the time, you still win. I would argue that edge cases should rarely be a reason to hold up improving a process.

[abstractbill]

...except that those 1% might be incredibly critical to the business. Perhaps if you break them, the fallout will be bad enough to kill the company.

Whether or not you should try a new process is entirely a function of what kind of company you're in, not what generation the various players grew up in. If you're in a startup, you should definitely try any new process you can think of that might give you an edge. If the company is basically milking a cash-cow, be incredibly risk-averse when thinking about "making things better".