Here's some charts I've put together showing skyscraper growth (250 ft minimum) by decade since 1960. (Note that 2020 is present+U/C and destroyed are not counted for). I have left NYC and Chicago out as they are simply off the charts.
First is cities between 100 and 210 skyscrapers. Miami's growth is intense, dead last among this group in 1990, now at the top and still going strong.
The 40-100 250fters group. Boston leads despite a massive effort from Vegas in the 00s, San Diego also stands out. Pittsburgh was 1st entering 1960, not much since.
The final group is 29-40 skyscrapers. Miami's metro is again shocking, Austin coming from behind, Charlotte going strong as well.