Being Boss with Emily Thompson

Being Boss ran for 359 episodes and built a genuine community of creative entrepreneurs along the way. Emily Thompson hosted the show solo for its later years (episodes 240 onward), after co-hosting with Kathleen Shannon for the first era. The final episode dropped in June 2023, when Thompson stepped away to focus on her company Almanac Supply Co. The show's sweet spot was the overlap between creative fulfillment and business survival. Thompson talked frankly about what it takes to be your own boss when your work is inherently creative -- the mindset shifts, the tactical decisions, the moments when being a freelancer or side-hustler feels impossibly hard. She brought on guests who'd actually built profitable creative businesses, not just people who talked about it on Instagram. The conversations covered pricing, client management, burnout, and the kind of identity questions that come up when your livelihood depends on your creative output. Even though the show has concluded, the back catalog is a goldmine for anyone building a creative business. Thompson's voice is steady and encouraging without being saccharine -- she'll tell you to quit something that isn't working and mean it. The 4.6 rating from 67 reviewers reflects an audience that appreciated the show's no-nonsense approach. If you're freelancing, running a small creative shop, or thinking about making the leap, start from episode 240 and work forward. The final episodes about quitting with purpose are particularly good.