This podcast episode traverses the tumultuous journey of Reddit, from its inception rooted in a strategy of inaction focusing on stability, to the realization that avoiding change could jeopardize its future. It delves into key milestones such as the development of subreddits, the pivotal acquisition by Condé Nast, and the consequential "Great Reddit Blackout," which highlighted deep-seated community and content management issues. With Steve Huffman's eventual return as CEO, the episode illustrates how a renewed focus on content policy and community management transformed Reddit into a thriving entity, ultimately paving the way for its successful IPO in 2024. The story serves as a compelling reminder of adaptability, community engagement, and the delicate balance between monetization and maintaining an authentic platform.