Before Java 6 in 2006 JVM wasn't a good target for dynamically typed languages. In Java 6 they added some support but it wasn't very efficient. In 2008 they started serious work on fixing this, and that work went into Java 7 in 2011.
The .NET CLR on the other hand was designed from the start to be a good target for all types of language and was superior to JVM at this from the start through at least Java 7.
Before 2006 there was very little demand for dynamically typed languages. So it was not an issue.
Dynamic typing was even accepted thing for general purpose programming. It was just a curiosity. It's strange how mainstream programmers are always stuck into fads and superstition.
Before Java 6 in 2006 JVM wasn't a good target for dynamically typed languages. In Java 6 they added some support but it wasn't very efficient. In 2008 they started serious work on fixing this, and that work went into Java 7 in 2011.
The .NET CLR on the other hand was designed from the start to be a good target for all types of language and was superior to JVM at this from the start through at least Java 7.