As an older native San Diegan (51), I can empathize with the OP’s comments, but in the final analysis, no matter what anyone else tells us, each of us has to look inside ourselves and decide what we want out of life, and what we want for our families.
Both my wife and I enjoyed growing up here, and have enjoyed raising our family here. We love our home and our lifestyle, and are grateful our kids are grown and doing well.
By virtue of our careers as Airline Pilots, we’ve always kept our home in San Diego, and have still had the opportunity to visit and live in other places for extended periods of time.
From these experiences, we’ve seen that there are many great places to live around the world, but, for us, there is no place we would rather be on a permanent basis other than San Diego.
At your age, I do understand your concerns for your long-term financial future and the financial future of your children in a place like San Diego. You are absolutely correct that financial concerns will be paramount for future generations in this city.
Since you have a great job here, your decision to stay or go will not be easy, but I wish you the best in deciding what’s best for you and your family.