michael bosstick

Michael Bosstick is the CEO and Co-Founder of the Dear Media podcast network. Previously, Michael built digital brands and direct-to-consumer businesses. In 2016, Michael and his wife launched The Skinny Confidential Him & Her podcast which has become one of the top podcasts in the world, hitting over 150 million downloads. Dear Media came after Michael and Lauryn bootstrapped, self-produced, hosted & monetized their popular podcast. This led Michael to believe in the future of podcasts as a platform to launch brands and media properties. After joining a prominent network, it became clear there was a gap in marrying audio to digital channels while capturing new revenue and growth opportunities. The couple went back to self-producing and paved the way for Dear Media’s business model. After analyzing the space, they realized there was little female representation in podcasting. Aiming to change this, Michael partnered with Raina Penchansky and created Dear Media.