We moved to SD in 98 and thought we were ready for a condo. First year lived in Park Row downtown and then bought on Bankers Hill in Brittany Tower. After 5 years we sold and moved to Del Cerro for a SFR. This was well before the high rise condo explosion. Some points we found.
We always tended to go north to Hillcrest or Little Italy to eat; Gas Lamp was too expensive, and too tourist focused.
At the time Ralph’s was only store and it was way over priced. Had to drive too far to get to anything. Shortage of a wide variety of services.
Parking, storage, homeless people, HOA issues and a wide variety of similar issues and we said no more. Although Bankers Hill was alot better than downtown.
All the advertising shows the glamor and implies everything is so light and easy. I suppose if you have unlimited $$$ and live in best building and can hire everything out ( dog walking, cleaning, shopping, etc. ) it is okay, but think carefully about the reality of everyday life and how the HOA limits your rights. Been there, done that.