Bugcrowd was founded at an inflection point in the history of the Internet and awareness of cybersecurity. A lot has changed since 2012 - to the cybersecurity industry, to the technology landscape, to the view of hackers as helpful and not just harmful, and - importantly - to the awareness of cybersecurity as "everyone's problem". In 2023, we find ourselves at a similar inflection point for our space. This keynote unpacks the last 11 years as a predictor of what is next, and as an encouragement and roadmap for budding cybersecurity entrepreneurs and solutioneers.