In the latest episode of the "Break Things on Purpose" podcast, Brian Holt, a Principal Program Manager at Microsoft, discusses the significance of reliability in developer tools and shares insights from his experience with Chaos Engineering. Holt recounts an incident during his tenure at Reddit, where a flash sale experiment led to a major outage due to a caching error, emphasizing the importance of robust architecture and the challenges of managing high traffic. He highlights how such experiences with frontend and backend systems have shaped his approach to engineering, advocating for the necessity of asking questions and continuous learning. Additionally, Holt reflects on his time at Netflix, where Chaos Engineering was integral to ensuring system resilience. He also mentions his work on a browser extension aimed at introducing chaos into the development process to pre-emptively identify bugs, demonstrating his commitment to improving developer workflows. Holt concludes by expressing excitement about his ongoing projects with Frontend Masters and supporting charities like AnnieCannons and Vets Who Code.