14 hours is the max a charter plane, with a single crew, can be used in a 24 hour period. Assuming the crew had a full 10 hours rest and considering it takes about an hour to do a pre-flight check, and the plane was originally scheduled to leave at 9:10 am EST (8:10 CST), the crew would have had to be to the hanger by 8:10 EST (7:10 CST). That means he had to have the plane on the ground somewhere by 9:10 pm CST. If the pilot wanted to schedule another flight plan, as you suggested, from Longview to an airport in the southeastern side of Dallas, he would have needed another hour for the pre-check in Longview, the flight to Dallas area would be short, but not knowing how long it would take in Kilgore, you know for the meetings with coaches, tutors, teachers and the like. Say 2 or 3 hours as a guess. So the flight was scheduled to land about 11 am. The pilot goes to the hanger and gets the plane ready at 1pm. Flight leaves at 2pm, short trip to Dallas, land and deplane by 3pm. Goes and meets the family, family wants to cook the coaches a meal. Meeting and meal go well. Get out of the house by 6:30, pilot at the airport and has the plane ready for a 7:30 take off. 1 hour and 45 minute flight to Lincoln, lands at 9:15 am. 5 minutes past the 14 hours. Bumping up next to crew rest wasn't that far fetched, even if they cut things short. they would have been in the 12-14 hour range.
And remember, you are the one that came up with the idea that there would be an additional leg to the trip. I said that they were meeting in Kilgore, probably no family because the campus was pretty much shut down for the holiday break.
TLDR
Triggered boomer? You a pilot? TSA?
Why so serious?
That’s an awful lot of aerospace analysis. If you were right or wrong - who cares - we got our guy.