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Explore the challenges and opportunities of synthetic monitoring in this 44-minute conference talk from SREcon24 Americas. Delve into a four-year journey of working with Atlassian's in-house synthetic monitoring solution, focusing on browser-based monitoring for Jira. Discover how to overcome common pitfalls, such as flakiness and misconfiguration, while leveraging the unique psychological safety that well-implemented synthetic monitoring can provide. Learn strategies to enhance the effectiveness of synthetic monitoring, ensuring it delivers useful signals and supports real customer experience. Gain insights into balancing the financial, mental, and organizational aspects of maintaining a robust synthetic monitoring system used by dozens of internal teams.