I live close to Wilmington, about 20-30 minutes north, and have spent my fair share of time going out and about in Wilmington. Most young professionals live and hang out in the Trolley Square neighborhood, although there is plenty of affordable housing in North Wilmington and the Pike Creek area. Downtown Wilmington is like most large cities, where some places are safer than others, and you need to know where you are going, especially after dark. I'd never leave a car unlocked, valuables visible, etc... Market Street has a few fabulous restaurants, bars, and live music venues. Wilmington is close to Philly, and the airport. There is a great train station downtown with parking, and from there I have taken the train to DC and NYC. Best of luck with his interview! Happy to answer more questions if and when you think of them.