Less then 100 hours on type, first attempt at AR, at night in a single seater?
That sounds somewhat questionable. Shaw is not a training base. I would suspect that he had both day and night dual and single-seat AAR training when he went thru a B course, Luke or Holloman. I would guess after lead-in training, B course is less than 100 hrs, C course was only 50. I don't think USAF does local checkouts for B course level dudes.
The 20th at Shaw may have local requirements to do a day before night, but I doubt he had never air refueled previously. (However, could be a COVID exigency, but they certainly loaded him up.)
edit: Well upon further review it does say this was his first ever AAR. I'm amazed.
Although, my first ever night AAR was in a single-seat F-100D during a local checkout, no B course. Of course that was the ragtag Guard, but even they made me do a day AAR first, and there were no other complex mission requirements added on.