If I have one regret in my career it is in not taking enough risks. While I have seen a few highly talented people soar in their careers. I have also seen highly talented people stagnate.
Many of the people I have seen in senior positions have not been extraordinary, but they have taken greater risks. Their attitude to failure is "I haven't succeeded yet", rather than "I've failed".
For people in the IT profession the risk of failure is much lower because demand outstrips supply. We can afford to take risks even if we are not comfortable taking them!
With lockdown and remote working the distractions of office that are irrelevant to my career have gone. I don't need bean bags, free beer on Friday and pool tables. What I need is interesting challenges, learning opportunities and to acquire skills that will future proof my career. If you are getting all the irrelevancies and none of the career stuff then it's time to move on.
I'm in my 50s too and some of my friends have found the things they were hoping to do in retirement they may not be able to do for health reasons. They are asking themselves what was all the overtime, late nights and weekends for? Were they paid any more? What did they get out of it other than tiredness and encroachment onto what should have been family time?
Not that they are advocating shirking! It's more that they feel they have rendered unto Caesar rather more than Caesar was due and Caesar has not been grateful.