I love cycling but absolutely hate maintenance. I’d always prefer to be riding my bike than working on it. Two recent enhancements that significantly improved my life are electronic shifting, and wax lube. I haven’t had to mess around with gear indexing once since I bought a bike with electronic shifting (SRAM Rival) a couple years ago, and it always shifts perfectly. I do have to keep the batteries charged, but one…
There's also the old low-maintenance way that is common for people who commute daily on city bikes - internal gear (or single speed) hub, and just ignore your chain apart from adding oil when it starts squeaking, and get it serviced once a year or so or when a problem appears. A newer variation is belt drive instead of chain.
I think all city bikes should be belt and internal hub.