We haven't had a Dave since the one and only Miami Portnoy. Rapper, comedian, and actor, Lil Dicky been a viral sensation since the rollout of his first hit single "Ex-Boyfriend" in 2013, and has since released multiple successful albums and singles, including "Freaky Friday" featuring Chris Brown and "Earth" featuring numerous celebrity cameos. He's also known for his comedic talent, which he often incorporates into his music videos, live performances, and hit TV show loosely based on his own life and experiences, "Dave". We dive into his process and journey from going out on a limb and spending his bar mitzvah money on music videos to working with legends like Snoop Dogg. Presenting Sponsor Omega Call Omega Accounting Solutions at 855-505-DAVE or go to https://barstool.link/OmegaBSS to learn more ShipStation Get a 60-day free trial at https://barstool.link/ShipStationMDWOG New Amsterdam Vodka New Amsterdam Vodka is the Official Vodka of Barstool Sports Ziprecruiter Try Ziprecruiter for free at https://barstool.link/ZRMDWOG. Sportsbook Download the Barstool Sportsbook and create an account today with code TOURNEY to unlock your $100 in bonus cash. MUST BE 21+. Gambling Problem? CALL 1-800-GAMBLER Professional Fighters League THE PFL’S LAS VEGAS RESIDENCY CONTINUES ON FRI APR 7, AT 10P ET ON ESPN2 AND ESPN+ 00:00 Introduction 00:45 Kickstarter To Fund Music 03:29 Professional Rapper Video 07:56 Transition From Comedy To Music 09:40 When Lil Dicky Realized He Made It 15:00 Planned 5 Months Of Content 16:00 Marketing Degree Didn’t Help 19:15 Coming Up Now Vs Then 21:54 Los Angelos Better For Networking 24:30 Pros & Cons Of Stage Name 25:50 Absurd Self-Belief 29:45 Neglecting Rap Fans 32:07 Three Passions 35:00 Multifaceted People 37:32 Time Commitment Per Season 41:05 Pitching The Show In Meetings 42:22 FX & Hulu 44:35 Celebrity Appearances On Dave 47:18 Using The Internet & Smartphones 51:00 Work-Life Balance 53:00 Sore After Basketball 56:48 Mindset For Greatness 58:28 5.3 Million Views Per Episode 01:00:10 Expectation For Dave Season 3 01:03:30 Wallo And Kevin Durant Beef