In this engaging presentation, I will share the challenges of developing secure systems for immunisations, contact tracing, and vaccination certificates during the Covid-19 pandemic. I will highlight our team's adaptation to the ever-changing landscape, employing agile methodologies and collaborating with third-party vendors, especially in penetration testing. Key takeaways will offer valuable insights for professionals and organizations in high-stakes environments. A crucial aspect of the talk will explore the role of penetration testing and configuration reviews in securing Covid response tools. I will discuss overcoming challenges in conducting assessments at speed and under tight deadlines while ensuring optimal security. Strategies and best practices for collaborating with third-party vendors and adapting security testing approaches to a rapidly evolving crisis will also be shared.