Cloud native applications that consist of many services running in K8s clusters can become hard to maintain and evolve. From our experience and what we see in the Kubernetes community Slack channels, when developers hit the tipping point of not being able to run all their services locally, they run into trouble. At this time, they suddenly realize they need new tooling and approaches for observing and debugging applications that will spread across their local dev machines and remote clusters. This presentation will show operators and developers how Linkerd and Telepresence offer a simple way to better observe and debug applications running in their clusters. Easy to follow and replicate (with sample code made available), users will be able to get results quickly, without disrupting their existing services architecture.