This is tops on the list of crossovers we'd love to see! Two men of mystery, avengers of the night, part-detectives part-martial arts masters (well, some incarnations of the Hood, anyway). Batman and Black Hood have so many points of similarity if you throw out the rich playboy alias of the former and the beat cop job of the latter.
Still, speaking of Matt Burland's career choice, it perfectly meshes with Gotham City Police Commissioner James Gordon... hence the choice of picture today. Now given, they live on parallel Earths. However, it perfectly reasonable Black Hood could infiltrate into Gotham P.D. as Matt to ferret out information to help his buddy Batman on a personal case. Maybe their old foes the Joker and the Skull teamed up to torment both worlds. Or their young apprentices, Dick "Robin" Grayson and Kip "Black Hood II" Burland. These two would definitely attempt to protect their legacies.