Five years ago, ClassDojo launched a Managed Bug Bounty engagement with Bugcrowd. The program has rewarded almost $100K to ethical hackers and found almost 200 vulnerabilities. ClassDojo uses the expertise of ethical hackers to stay ahead of potential threats and reinforce their commitment to data privacy and safety. The partnership with Bugcrowd has been invaluable, providing fresh perspectives on potential vulnerabilities and a structured approach to triaging and validating reports. As a result, ClassDojo has improved its overall approach to developing its product, identifying patterns that enable the company to holistically address bug classes within its code base. The engagement has also provided strategic insights into how to improve development practices and application security. The program's success is measured by its ability to proactively identify vulnerabilities before malicious actors can take advantage of them, allowing ClassDojo to stay ahead of potential threats and reinforce its commitment to data privacy and safety.