I am guessing that he has a term of supervised release after his prison sentence.
If he is going to be released to a half way house, he will have to submit his travel plans ahead of time to his unit team. They will give him a furlough with his approved means of travel. If you want to pick him up at the prison, that has to be approved. If not, they will give him a bus ticket, tell him what bus to ride, and the time he has to report to the HWH. He can fly or take the train instead of a bus, but will have to pay for that ticket himself.
If he plans to live at your house after his release date, he also needs to give his unit team his home plan so probation can do a home inspection ahead of the date when he is released from the HWH.
If he wants to move to another state or judicial district than the one where he was sentenced, that home plan needs to be turned in even sooner because both probation offices have to approve the change in supervision.
I drove my husband from camp to HWH - I was told to pick him up at 8am - he was out by 9am. He did come out in his prison shorts and t-shirt - didn't want to waste time changing into the clothes I sent him!
Always in the morning... The inmate is usually woke up before sunrise so before the morning count and taken to R&D. Usually off of the compound by 9am but usually earlier like 7:00am.... Depends how they are being released and where to... If they are taking a bus and it leaves at 11am and they are going to hwh then they will wait until 10:30 and then drive the inmate if they inmate is going straight out to family then right away.