I had a Section 8 tenant for 5 years. At first she was ok and I should say that she always kept the place clean. However, when I told her that I had to raise the rent and she should start looking for a new place to live, she freaked out. I ended up having to take her to court and wasted a lot of money kicking her out. I should say that the NYC courts are extremely tenant friendly. She was not compliant with many basic issues like allowing access to the unit. NYCHA, the Section 8 administrator, was absolutely no help at all. They could have easily told her to comply and that if she gets evicted, she would be terminated from the program.
I would also say that the Section 8 inspections brought up phantom issues. Even other Section 8 inspectors said the issues were bogus. While, NYC's Section 8 is a joke, you should be aware of what could happen. If you have no other choice, I would say move forward with a properly screened tenant, but if the market is better for a regular tenant, I would say go that route.