In this episode, Greg and Matt discuss their transition from being part of a big, shiny record label team to navigating careers as one-man operations. They reflect on their respective journeys - Greg working every part-time job under the sun and Matt playing cover gigs and busking - before eventually finding their own breakthroughs as full-time musicians playing their own music.

They share how early jobs shaped their careers and the experience of overcoming adversity to achieve personal definitions of success. The conversation also delves into the imbalance of earnings within the music industry, the challenge of sometimes being asked to work for free, and wraps up with each setting new challenges to push themselves further outside their comfort zones.