First off - Horrible tragedy, Prayers for all involved. That close to the destination, I really hope the last person to leave previous stop will not blame themselves. I cannot imagine after being worried sick about your military spouse or parent etc while on active duty to have them cut-down in a supposedly "safer" situation.
On trailer question. Looks like a Take 3 gooseneck (Take 3 | 2 Car Gooseneck). Well within a modern 3/4 or 1 ton pick-up capabilities. In Tx, this would require a class license (trailer over 10K & 3/4+ PU well over 25klbs requirement). If traveling for business interstate would require DOT (federal level) license and rules (logbook etc). I was seriously looking at one of these when my wife and I were bracket racing. I didn't buy one as "technically" prize money (if I won) is commercial and I could run afoul of DOT