In this RedMonk conversation, Jacob Leverich, Co-Founder at Observe, Inc., discusses the evolution of the observability market, focusing on the founding of Observe, and the architectural decisions that shaped its development, with RedMonk's James Governor. They explore the transition from on-premises to cloud-based solutions, the challenges of data collection and interpretation, and the importance of user context in troubleshooting. The discussion also covers the impact of OpenTelemetry on the industry and the ongoing challenges of cost management in observability solutions. They explore emerging trends in data management, including the commoditization of data storage and the impact of AI on observability practices. This RedMonk conversation is sponsored by Observe.