Lenny Summers

Born to freed slaves in 1880. His dad educated himself, his wife and Lenny and they would be a stable family until Lenny's dad was killed by some racist drunkards would kill him which would prompt Lenny to get revenge and force him to flee the town and live in the Grizzlies until he eventually joined the gang. He fell in love with another member of the gang named Jenny Kirk but she would die during the events of Blackwater. He usually acts as an accomplice to a more experienced member of the group such as Micah and Arthur on missions and develops a mentor-mentee relationship with the latter. He would ultimately meet his end after the failed heist of Lemoyne national bank as he'd be gunned down by Pinkerton agents on a roof top,