Based on the facts that the Pearson children were conceived near the end of the Pittsburgh Steelers Super Bowl runs. Randall would have been played by the older teenage version to talk about Jonny Gammage which happened in 1995.
Jack's beard when the babies are born is less bushy than when shown earlier.
Toby tells Miguel that he when he was taking his anti anxiety medicine the doctor said it was on an auto refill. Most anti anxiety medications are considered controlled substances and therefore would not be able to be auto refilled.
While 412 is the area code for most Pittsburgh phone numbers. Jack would not have had to enter the area code of 412 while dialing his father at the hospital. Those dialing in Pittsburgh did not have to enter area codes until the year of 1999.