Automating processes can lead to hiccups if not prepared for potential issues. To mitigate this, it's recommended to automate less initially, focusing on building manual efficiency first. This approach helps develop essential skills and ensures that automation is used effectively when implemented. The concept is illustrated through examples from Naruto anime and T-Pain's music career, where expertise in a task is developed before relying on automation. By doing so, productivity tools can help achieve goals without making automation the sole solution.