Flint is #2. Fortunately that will no longer be the case soon (largely because if they keep losing 25,000 people per decade you won’t be able to call it a “city” much longer.)
Flint is my home town. It was a really nice place when we had Republican mayors. Great school system, great health system, vibrant cultural centers, and lots of trees. I wanted to live on Chervrolet Avenue because of all the huge old houses. However, I left because there were no jobs. Most of my family has left, either out of the city or out of state. None of my friends live within the city limits anymore. You can’t go for a walk anymore because of all the loose pit bulls. When the vital people get outta Dodge there remains a vacuum which gets filled by people who don’t have any incentive to produce. People like me left for greener pastures. It’s a real dang festering shame. Flint was a great little city. We were Buick.