First, you live in NYC which means that every night there's high quality live music available for you to hear. Take advantage of that situation.
Second, the equipment can get costly, but the real expense are space and time. Having a living space where you can properly set up and listen to your system and then having the time to actually do it.
Finally, it's been my experience that the least well spent money involved upgrading from OK sounding equipment to slightly better than OK sounding equipment. Don't change equipment unless it's a really significant upgrade.
Second, the equipment can get costly, but the real expense are space and time. Having a living space where you can properly set up and listen to your system and then having the time to actually do it.
Finally, it's been my experience that the least well spent money involved upgrading from OK sounding equipment to slightly better than OK sounding equipment. Don't change equipment unless it's a really significant upgrade.