When my dd checked in, she got there at 7:45am and they were already checking in people. Because of the late start date, they were not allowed to do the roommate match beforehand. She and two other girls basically met in the line and decided to room together. A fourth girl was added.
They went from check in to casting. At that time, she was told in which park she would be working and in which section of the park, but not which rides (she's in Attractions. She found out which rides her first day of actual park training). She was back with us shortly before noon. During that time -- from 7:45am to noon -- we were at the Welcome Center where they gave us a packet, a tour of the Vista Way apartment set up, and you could sit through a short DVC presentation.
Once they got back from casting, we went over to the apartment. Since they were assigned Vista Way, we just walked/drove there from the Welcome Center. Three of the girls were there with parents and one girl had flown in by herself. We moved them in. Two of the girls went off with their parents. We invited the girl without parents to come out with us for lunch. (To be honest, I don't know what she would have done for lunch otherwise as there was naturally no food at the apartment and there is no place to buy it at the complex. I guess she would have had to hoof it out to the main drag and walk to some place.) We left after that to get our plane back home. The apartment meeting was at 3pm. My dd had dinner with the girl who had flown down alone, while the other two girls went out with their parents. One set of parents flew home early the next morning and the final set were staying for a week or so.
The girls were off the next day and three of the four roommates hung out together. They spent some time at the Boardwalk via the bus service and going to Target/
Walmart for apartment stuff (after waiting 90 minutes for a bus that never came, my dd just used her car to make the shopping trips). The fourth girl's parents were still there and so she stayed with them. The girls had different schedules in terms of when they took Traditions and started training and how long their days were. My dd had very long days right from the beginning and if we'd been there, we would have only seen her in the evenings.
I think the biggest adjustments for my dd were (1) in working full-time hours on your feet. She is exhausted after 7 straight days of 8 hours on her feet and being "on stage" with guests during the entirety of that time. (2) expectations. I think she was expecting/hoping that the Disney supervisors would be nicer than supervisors she's had. She's worked since she was 14 in a variety of settings and she's had some real jerks for supervisors here at home, so she's not an inexperienced worker. She was hoping Disney would be a better working experience. Let's just say that some times it's been a good experience and sometimes it's been very negative, largely because some of the supervisors are fine and some are... not.
Please let me know if you have any other questions. I hope her boyfriend makes it in too. My daughter is having a hard time being away from her boyfriend back at college in MD. He is coming over his spring break the third week of March. Then just this week he told her he is driving down on Friday of this next week to see her over the three day weekend. They are both missing each other a lot. 
