In the past, applications where created as monolithic entities running on a single server. If this is the past for you, too, you will have experienced the downside of modern distributed and cloud applications, as debugging, troubleshooting, and monitoring is not easily accomplished with traditional approaches. Within this session, we will explore different possibilities for collecting and analyzing the needed information to solve issues on modern distributed application and discuss the advantages and disadvantages of each approach like debugger, log files, performance counter and third party solutions. The focus of this session will be on Developer and DevOps need, as increased release cycles and third party dependency more and more result in the need for troubleshooting also on production system, rather than in an isolated test environment. This session requires a solid understanding of distributed applications and knowledge of SOA, but most principles also apply to and can be beneficial for more traditional application design approaches. The used code examples are in .NET but the shown principles generally apply to other languages, too, and shown software is often available for a variety of environments.