I disagree with your interpretation of the messaging. I take it as a much more positive message that older people still have something valuable and worthwhile to contribute. I also take away the message from the season that newer ways of doing things are not necessarily better. And, of course, the very obvious message about our current society that interconnecting everything is royally stupid.
Now, all that being said, the fact is that many people do one thing for their entire careers and are perfectly happy with it. We have such an impatient society today that thinks there always must be change for the sake of change. I disagree. I happen to think Riker made the right decision in "Best of Both Worlds" that he was the happiest he had ever been in his life and there was no reason to go do something else just because the expectation is that it's time to move up. I happen to think Spock was right when he told Kirk that "commanding a starship is your first, best destiny; anything else is a waste of material."