Definitely helpful to have a seasoned instructor familiar with the old 911, if that's what the student is driving. No offense to the instructors that have newer 911s or 944s or whatever. Just saying that having someone familiar with the technique needed for the old 911 is quite important.
As a related aside, a friend with an '87 911 (my former car) joined us at a NASA event to do HPDE with his 911. He was still very new to driving the old 911. His instructor was a BMW E36 racer and that did my friend no good, as he tried to instruct him to drive it somewhat like the E36. Needless to say he didn't benefit much from that guy's instruction and it made for a very stressful experience each time he'd go out. I told him it's OK to respectfully disagree with the instructor and let him know what's going down is not working.
He drove the car a month prior at a PCA DE event and had an excellent time with a instructor who also has an old 911. So he came away from that event with some great experience and learned a lot. It was disappointing to see him somewhat discouraged by what he got out of the NASA event. I told him don't sweat it and just chalk it up to experience. When we went out together for the final session, he let me drive and my somewhat good driving (not tooting my own horn here, just saying I can drive OK) at least restored his confidence in that what he saw me doing was what he was expecting to be attempting on the track. Again here's another example of seeing someone do it fairly well can be a very helpful learning tool.
My point of sharing that story is it's another example of what can be transpiring with new guys or novices. It's not always the student. In rare instances it may be some misunderstanding between instructor and student. If the student isn't comfortable with what's being instructed, and he/she has a legit understanding he's/she's right about what's going on, it's completely OK to go talk with the head driving instructor or the event administrator and explain the situation. They can coordinate an instructor swap and try to get everybody on the same page. No offense should be taken. Just change things up and keep on driving.
In all honesty the NASA instructor is slower than a broken clock in our NASA race group. So I was a bit disappointed when my buddy got that dude assigned for his instruction. Not trying to be an a-hole here and disparage him just because he drives a POS BMW.......
Just telling it like it is. Point being I guess is that PCA is a great place to be for your air cooled 911 instruction? Again that all depends on who you get. The number of air cooleds at the events is few & far between and they can drive a lot different than the newer Porsches that most current attendees drive. That said, many of those "grew up" on the old cars and can still share that experience.