I actually think the IDEs for Java, e.g. Eclipse and IntelliJ, are quite evolved and help speed webapp development, and they do it in ways that make up for Java's verbosity and boilerplate.
For me a lot of the web frameworks for Java felt cumbersome and I found that Java worked better when functioning as a high-throughput backend service instead of handling front-end UI. Oddly, with Java, I was more concerned with concurrency issues, GC tuning, threading, and other systems-y problems, and with Python I was more concerned with concise and Pythonic syntax and faster iteration.
For me a lot of the web frameworks for Java felt cumbersome and I found that Java worked better when functioning as a high-throughput backend service instead of handling front-end UI. Oddly, with Java, I was more concerned with concurrency issues, GC tuning, threading, and other systems-y problems, and with Python I was more concerned with concise and Pythonic syntax and faster iteration.