This week, we welcome hip-hop podcast kingpin Combat Jack to the Upper West Side, where he gives an interview like you've never heard from him. From his roots in Brooklyn, riding on the outside of trains up to The Bronx, to focusing on pre-law at Cornell. From tracking down Puff Daddy in a sauna to secure clientele, to being in the studio with Biggie as he recorded Hypnotize. From giving up a thriving law practice to interviewing rap heroes alongside Dallas Penn. From creating his own broadcasting empire to speaking at college graduations, there's not many more unique stories than Reggie Osse's. Enjoy!