Yes Listen to the old guy, he has years of experience, and is at a point where he has little to fear from retaliation. You may be asking to solve problems that had been solved before. We have found cycles in computing where old ideas come back up new again.
The early computers: They just ran one program for one user.
Mainframes: One computer for many programs and users either with Time Sharing or multi-tasking
Desktops: A computer for each person again.
Cloud Computing: Many people accessing a computing infrastructure again.
We get cycles where improvements in communication push us towards a remote hosted solution, then we get improvements where processing get faster and cheaper so we are better off having our own stuff.
The old guy has gone threw such cycles, and when they swap again, there is a tool-set in his bag of tricks for this case.
Now that said... The Old Guy may also suffers from not embracing the new technology, and may no longer be as sharp as he use to be. Because as things do cycle, the new version actually solves issues from the previous incarnation.
The Desktop is more reliable and affordable than the old Univax
A Cloud infrastructure is more fault tolerant and has less single point of failures then a mainframe.
So many of the concerns are less of an issue. As well they may be new issues and tradeoffs that need to be considered.
Also...
There needs to be passing down the torch to the younger generation and stepping aside. The Baby Boomers are having a hard time with this. With the set of Millennial bashing, trying to stay young where they should be considering retirement. So they are not passing down their wisdom and training replacements, but staying in the job until they die, leaving a gap that is hard to fill. Creating gaps towards promotion. That Entry Level programmer didn't get enough training for the Sr. programmer. So when the Sr. Programmers leaves the Entry level isn't skilled enough to take his place.
By the time you peak in your career, you should be working on a succession plan, trying to get the new guys to work with you, you may end up learning some stuff from the new guys and the new guys will learn stuff from you.