Rich hasn't worked on static languages and I'm not familiar with him having done anything in type theory. He wanted a nicer, practical Lisp first and foremost. A helpful compiler wasn't high on his list of priorities.
Guy Steele's most recent work has involved functional, statically typed programming languages: http://en.wikipedia.org/wiki/Fortress_(programming_language)
One of Friedman's most recent books http://www.ccs.neu.edu/home/matthias/BTML/ was on ML which is a statically typed, functional programming language.
The smart people that weren't using static types back in the 70s and 80s weren't using them because the statically typed languages available back then were fuckin' awful except for ML and Miranda.
We can do a lot better as programmers these days. Stop giving yourself an excuse to not learn new things.
Typing preferences are usually due to trends in language usage having little to do with knowledge.
Plenty of java programmers use static typing without ever having to understand type theory.
But looking to history of language designers/implementers
Dan Friedman
Gilad Bracha http://www.infoq.com/presentations/functional-pros-cons
Guy Steele
Rich Hickey
All of these guys have worked on static languages, have a keener understanding of type theory than most, and yet they seem to promote dynamic languages at least when it comes to their pet languages.