Has the training environment gotten any more or less restrictive in recent years with regard to where/when a lesson can fly and how much supervision or approval is required?
When I was teaching full time I was mostly a one man show and there was a culture of pushing limits, in what I consider to be a good, healthy way. I'd take students to grass strips, 30 foot wide private strips, fly in actual weather, nothing super low, but maybe 500-1 kind of weather. We'd do spin training with student pilots, fly cross countries late into the night, like past midnight, get Special VFR clearances for pattern work, and on and on. I followed a syllabus and provided good instruction while packing in as much adventure as I could.
It seems like a lot of that was going away about the time I got out of teaching 14 years ago. I get it, the airplanes are more expensive than ever and scale of flight schools is bigger and bigger. Risk management has to be taken seriously. It sounds so scripted and tame now. Getting special approval to do anything out of the ordinary, can't fly even instrument students when it's less than 2000-3, etc.
I think those adventures taught me a lot as an instructor. Whatever the case, they sure were fun, and I rarely felt like I was robotically doing the same maneuvers in VFR weather all the time.