The owners obvioiusly still have a lot of faith in him since he is breaking horses and racing a lot of horses in the OHSS for them, so it was not a "break."
If Big Ranger is good enough to become a viable stud they should give Gillespie at least a perpetual breeding and perhaps more, since, as has been pointed out, he "made" the horse.
I love Tetrick on pacers, be he is more problematic on trotters (higher % go galloping that I think should), so I find the driver choice a bit curious, but Anette Lorentzon is a gifted trainer of trotters.