" how do you think the progression from Show Boat to Oklahoma to Hair to Jesus Christ Superstar to Rent to Hamilton should have gone? "
Show Boat to Oklahoma to My Fair Lady to Hello, Dolly! to Mame to Dear World to La Cage Aux Folles to Little Mary Sunshine to Kiss Me, Kate to Whoopee, to Good News to Oh, Kay! to No, No, Nanette to Very Good Eddie to The Red Mill and back again...
"It feels like a very natural progression to me. If you could, how would you alter this progression? "
Not to me. See above.
"I am sure you would not have wanted it to become stagnant and stale,"
What you deem as "stagnation" is preferable by far to change for the worse. And looking at the sorry state of things, one wonders if it can even get any worse. I won't hazard to say it can't because it no doubt can, and in all likelihood, will!