Cultural attractions can't compete with those in other boroughs
S.I. has a zoo, some museums, a botanical garden, and a few other cool places to visit, but (going back to the transportation issue), they're hard to get to without a car, and not nearly as impressive as their counterparts in other boroughs.
There’s a lack of diversity
As of July 2015, Staten Island was 76.6% white according to the U.S. Census Bureau. In addition to the serious implications of having such a white-dominant demographic, there’s also a serious lack of diversity in the borough's food scene. Pizzerias and Italian restaurants reign supreme on Staten Island, and most have been around for decades (meaning you won’t find the latest food trends or cutting-edge culinary creations here). The Italian places on S.I. are mostly old-school, red-sauce joints that got their recipes from grandma. While they make excellent food, none of them seem to have that Di Fara quality that will get people to make a pilgrimage.
Every now and then, Staten Islanders threaten to secede from the city
It turns out, #Stexit was the OG #Brexit. In 1993, Staten Island took a vote and 65% of the population opted to leave the city of New York. Long story short: they were feeling underrepresented by then-Mayor Dinkins. Things got better for them under Giuliani and the talk of leaving faded away. But now that the UK did it, talks of secession are surfacing again as a possibility, especially since the more conservative parts of the borough are once again feeling ignored by Mayor de Blasio.