I've always imagined future John to be a pretty warped individual tbh. Living by dates and prophecy, knowingly sending his father back in time. Maybe some reluctance on his part, but of course Kyle volunteers anyway.
This is part of why I quite like T3. For all of its flaws, Stahl's Connor is already contemplating fate and destiny, and seems to come to terms with it all in the closing moments. I also like the reveal that the Arnold model in that film successfully killed John before being sent back. If taken from this deterministic viewpoint, future John ultimately allowed it to happen, bringing everything full-circle. Of course it butchers the timeline along the way, but with a bit of mental gymnastics it is a pretty decent extension of the original's loop.