150 songs is grueling. I recall playing in clubs and doing a set with maybe 20 songs or maybe two sets in total of 30 and it was a lot. This might be a Sat night once a month.
The best was when Jessica Simpson’s sister got busted lip syncing on SNL when the backing track screwed up. She started hopping around - it was priceless. It must be on YouTube.
In a club live if you cannot add a little digital delay and sound good - find another job.
I am amazed that Sinatra still sounded good into his 70s and even 80s (?). He was from my parents era but his 1940s and 1950s singing was incredible. The phrasing etc. Dean Martin may have had a better voice but he did not have Frankie’s material.
Elvis also had a tremendous voice. My tastes are much later circa 1960s to 1980s but these famous old timers could sing.